US4374274A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of α-methylsubstituted carbonyl compounds
Assignee: BASF SE
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Filing: 1980-09-11
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Granted: 1983-02-15
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Expires: 2000-09-11
Abstract
Abstract A process for the preparation of α-methylsubstituted ketones by reacting the corresponding non-methylsubstituted ketones with formaldehyde under hydrogenating conditions. The reaction proceeds easily and with good yields if a catalyst containing metallic palladium deposited on a zirconium, hafnium, titanium or tin phosphate is used. The products are valuable intermediates for the preparation of dyes, crop protection agents or drugs.
Inventors
- 👤 Gerd Heilen
- 👤 Klaus Halbritter
- 👤 Walter Gramlich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 13:58
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/72; C07C45/75; B; B01; B01J; B01J23/00; B01J23/38; B01J23/40; B01J23/44; B01J27/00; B01J27/14; B01J27/16; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
127 words
A process for the preparation of a carbonyl compound of the general formula I ##STR8## where R 1 and R 2 are straight-chain or branched alkyl of 1 to 8 carbon atoms or are aryl or aralkyl, R 1 may also be H and R 1 and R 2 together with the carbon atoms between them may also be members of an alicyclic ring, wherein a ketone of the general formula II ##STR9## is reacted with formaldehyde at 50°-230° C. in the presence of hydrogen and of a catalyst in which the active constituents are (a) a phosphate of one or more of the metals zirconium, titanium, hafnium and tin or a mixture of such phosphates and (b) metallic palladium deposited on this phosphate (or phosphate mixture).
Claim 2
Dependent Claim
127 words
A process for the preparation of a carbonyl compound of the general formula I ##STR8## where R 1 and R 2 are straight-chain or branched alkyl of 1 to 8 carbon atoms or are aryl or aralkyl, R 1 may also be H and R 1 and R 2 together with the carbon atoms between them may also be members of an alicyclic ring, wherein a ketone of the general formula II ##STR9## is reacted with formaldehyde at 50°-230° C. in the presence of hydrogen and of a catalyst in which the active constituents are (a) a phosphate of one or more of the metals zirconium, titanium, hafnium and tin or a mixture of such phosphates and (b) metallic palladium deposited on this phosphate (or phosphate mixture).
Claim 3
Dependent Claim
45 words
The process of claim 1, wherein said catalyst contains 0.1-5.3% by weight palladium based on said metal phosphate or metal phosphate mixture, and the molar ratio of the metallic component of said metal phosphate or metal phosphate mixture to phosphate is from 3:1 to 1:3.
Claim 4
Dependent Claim
45 words
The process of claim 1, wherein said catalyst contains 0.2-3.0% by weight palladium based on said metal phosphate or metal phosphate mixture, and the molar ratio of the metallic component of said metal phosphate or metal phosphate mixture to phosphate is from 0.6:1 to 1.7:1.
Claim 5
Dependent Claim
20 words
The process of claim 1, wherein the molar ratio of said carbonyl compound to formaldehyde is from 1:1 to 20:1.
Claim 6
Dependent Claim
20 words
The process of claim 1, wherein the molar ratio of said carbonyl compound to formaldehyde is from 1:1 to 15:1.
Claim 7
Dependent Claim
15 words
The process of claim 1, wherein the pressure of hydrogen is less than 100 bar.
Claim 8
Dependent Claim
14 words
The process of claim 1, wherein the pressure of hydrogen is from 1-50 bar.
Claim 9
Dependent Claim
31 words
The process of claims 2 or 3, wherein the molar ratio of said carbonyl compound to formaldehyde is from 1:1 to 15:1, and the pressure of hydrogen is from 1-50 bar.
Claim 10
Dependent Claim
12 words
The process of claim 8, wherein the temperature is from 70°-210° C.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-02-14 | 1986-08-16 | 1987-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-02-14 | 1990-08-16 | 1991-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-02-14 | 1994-08-16 | 1995-02-15 | $7700.00 | Window Closed / Lapsed |