US4929784A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of optionally substituted benzyl-benzenes
Assignee: Bayer AG
•
Filing: 1989-10-11
•
Granted: 1990-05-29
•
Expires: 2009-10-11
Abstract
Abstract Optionally substituted benzyl-benzenes can be prepared by reaction of a benzyl alcohol of the formula ##STR1## with a benzene of the formula ##STR2## in which R 1 , R 2 , R 3 , R 4 and R 5 independently of one another denote hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, fluorine or chlorine, where R 1 , R 2 , R 3 and R 4 independently of one another may also represent hydroxyl and R 5 may additionally be C 5 -C 8 -alkyl, R 6 represents hydrogen or one of the groups ##STR3## R 8 denotes hydrogen or hydroxymethyl, in a ratio of 1 mole of benzene to 0.8-5 moles of benzyl alcohol in the presence of an amount of activated bleaching earth of 0.05-5% by weight, relative to the amount of benzyl alcohol, at a temperature between 90° C. and 140° C. in the presence of a diluent.
Inventors
- 👤 Kurt Klinkmann
- 👤 Michael Herzhoff
- 👤 Gerhard Burmeister
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 19:27
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/86; C07C2/862; C07C2/864; C07C2521/00; C07C2521/16
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
225 words
A process for the preparation of benzyl-benzenes of the formula ##STR20## in which R 1 , R 2 , R 3 , R 4 and R 5 independently of one another denote hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, fluorine or chlorine, where R 1 , R 2 , R 3 and R 4 independently of one another may also represent hydroxyl and R 5 may additionally be C 5 -C 8 -alkyl, R 6 represents hydrogen or one of the groups ##STR21## R 7 represents hydrogen or the group ##STR22## n represents the number 1 or 2 and may also represent the number 3 in the case in which one of the radicals R 3 , R 4 , R 5 or R 6 denotes hydrogen, wherein a benzene of the formula ##STR23## is reacted with a benzyl alcohol of the formula ##STR24## where R 1 to R 5 have the abovementioned meaning, R 6 represents hydrogen or one of the groups ##STR25## and R 8 denotes hydrogen or hydroxymethyl, in a ratio of 1 mole of benzene to 0.5-5 moles of benzyl alcohol in the presence of an amount of activated bleaching earth of 0.05-5% by weight, relative to the amount of benzyl alcohol, at a temperature between 90° C. and 140° C. in the presence of a diluent.
Claim 2
Dependent Claim
225 words
A process for the preparation of benzyl-benzenes of the formula ##STR20## in which R 1 , R 2 , R 3 , R 4 and R 5 independently of one another denote hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, fluorine or chlorine, where R 1 , R 2 , R 3 and R 4 independently of one another may also represent hydroxyl and R 5 may additionally be C 5 -C 8 -alkyl, R 6 represents hydrogen or one of the groups ##STR21## R 7 represents hydrogen or the group ##STR22## n represents the number 1 or 2 and may also represent the number 3 in the case in which one of the radicals R 3 , R 4 , R 5 or R 6 denotes hydrogen, wherein a benzene of the formula ##STR23## is reacted with a benzyl alcohol of the formula ##STR24## where R 1 to R 5 have the abovementioned meaning, R 6 represents hydrogen or one of the groups ##STR25## and R 8 denotes hydrogen or hydroxymethyl, in a ratio of 1 mole of benzene to 0.5-5 moles of benzyl alcohol in the presence of an amount of activated bleaching earth of 0.05-5% by weight, relative to the amount of benzyl alcohol, at a temperature between 90° C. and 140° C. in the presence of a diluent.
Claim 3
Dependent Claim
40 words
The process of claim 1, wherein a benzyl alcohol of the formula ##STR26## is employed in which R 11 and R 12 independently of one another denote hydrogen, methyl, ethyl, fluorine or chlorine and R 11 may additionally represent hydroxymethyl.
Claim 4
Dependent Claim
24 words
The process of claim 2, wherein a benzyl alcohol of the formula ##STR27## is employed in which R 21 denotes hydrogen, methyl or ethyl.
Claim 5
Dependent Claim
56 words
The process of claim 1, wherein a benzene of the formula ##STR28## is employed in which R 13 , R 14 and R 15 independently of one another denote hydrogen, C 1 -C 4 -alkyl, fluorine or chlorine and R 13 may furthermore represent hydroxyl and R 16 represents hydrogen or one of the groups ##STR29##
Claim 6
Dependent Claim
51 words
The process of claim 4, wherein a benzene of the formula ##STR30## is employed in which R 23 and R 24 independently of one another denote hydrogen, methyl, ethyl, fluorine or chlorine and R 23 may additionally represent hydroxyl and R 26 represents hydrogen, methyl or one of the groups ##STR31##
Claim 7
Dependent Claim
54 words
The process of claim 1, wherein a benzene of the formula ##STR32## is employed in which R 33 and R 34 independently of one another denote hydrogen, methyl, ethyl or chlorine and R 33 may additionally represent hydroxyl and R 36 represents hydrogen, methyl or phenyl substituted by R 33 and R 34 .
Claim 8
Dependent Claim
24 words
The process of claim 1, wherein the activated bleaching earth is employed in an amount of 0.07-2X by weight, relative to the benzyl alcohol.
Claim 9
Dependent Claim
24 words
The process of claim 7, wherein the activated bleaching earth is employed in an amount of 0.1-1% by weight, relative to the benzyl alcohol.
Claim 10
Dependent Claim
28 words
The process of claim 1, where the diluents are cyclohexane, methyl-cyclohexane or dimethyl-cyclohexane, employed in an amount of 40-2000% by weight, relative to the benzene to be benzylated.
Claim 11
Dependent Claim
23 words
The process of claim 1, wherein the benzyl alcohol is employed in a form diluted by the diluent or by a carrier gas.
Claim 12
Dependent Claim
32 words
The process of claim 10, wherein the benzyl alcohol is passed into the diluted benzene via a dip tube with the aid of an air or N 2 stream through a jet.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-05-28 | 1993-11-27 | 1994-05-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-05-28 | 1997-11-27 | 1998-05-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-05-28 | 2001-11-27 | 2002-05-29 | $7700.00 | Window Closed / Lapsed |