US3910934A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of {60 -(hydroxy and alkoxy substituted)phenyl-{60 -(2-piperidinyl)-methanols
Assignee: 3M Co
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Filing: 1974-08-07
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Granted: 1975-10-07
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Expires: 1994-08-07
Abstract
Abstract Alpha -(Hydroxy and alkoxy substituted)phenyl- Alpha -(2piperidinyl)methanols of the formula WHEREIN R is hydrogen or lower alkyl; R1 is hydrogen, hydroxy or lower alkoxy; and R2 is hydrogen, lower alkyl, phenyl, phenyllower alkyl, diphenyl-lower alkyl, phenoxy-lower alkyl or diphenoxy-lower alkyl; and the non-toxic pharmaceutically acceptable acid-addition and quaternary ammonium salts thereof.
Inventors
- 👤 George H Sankey
- 👤 Keith D E Whiting
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 19:48
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/28; C07D213/30; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; C07D213/44; C07D213/46; C07D213/50
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
91 words
A PROCESS FOR PREPARATION OF A-(POLYHYDROXYPHENYL)-A(PHENETHYL-2-PIPERIDINYL)METHANOL AND A-(POLYHYDROXYPHENYL)-A-(DIBENZYMETHYL-2-PIPERIDINYL)METHANOL WHICH COMPRISES CONDENSING A (POLY-LOWER ALKOXYPHENYL) (METHYL-2PYRIDYL)KETONE AND 1.3-PROPANEDIOL IN AN INERT ORGANIC SOLVENT AT REFLUX TEMPERATURE OF THE SOLVENT AND IN THE PRESENCE OF P-TOLUENESULFONIC ACID CATALYST TO FORM A 2-(POLY-LOWER ALKOXYPHENYL)-2-(METHYL-2-PYRIDYL)-1.3-DIOXANE, C-BENZYLATING SAID 2-(POLY-LOWER ALKOXYPHENYL)-2-(METHYL-2-PYRIDYL)-1.3DIOXANE BY TREATMENT WITH PHENYLLITHIUM FOLLOWED BY BENZYL CHLORIDE TO FORM 2-(POLYLOWER ALKOXYPHENYL)-2-(PHENETHYL-2PYRIDYL)-1.3-DIOXANE AND 2-(POLY-LOWER ALKOXYPHENYL)-2(DIBENZYLMETHYL-2-PYRIDYL)-1.3-DIOXANE, DEMETHYLATING AND HYDROLYTICALLY CLEAVING THE DIOXANE RING SAID COMPOUNDS TO FORM (POLY-HYDROXYPHENYL) (PHENETHYL-2-PYRIDYL)KETONE (POLY-HYDROXYPHENYL) (PHENETHYL-2-PYRIDYL)KETONE AND WHICH ARE HYDROGENATED IN THE PRESENCE OF PLATINUM CATALYST TO YIELD THE A-(POLYHYDROXYPHENYL)-A-(PHENETHYL-2PIPERIDYINYL)METHANOL AND A-(POLYHYDROXYPHENYL)-A-(DIBENZYLMETHY-2PIPERDINYL)METANOL.,
Claim 2
Dependent Claim
91 words
A PROCESS FOR PREPARATION OF A-(POLYHYDROXYPHENYL)-A(PHENETHYL-2-PIPERIDINYL)METHANOL AND A-(POLYHYDROXYPHENYL)-A-(DIBENZYMETHYL-2-PIPERIDINYL)METHANOL WHICH COMPRISES CONDENSING A (POLY-LOWER ALKOXYPHENYL) (METHYL-2PYRIDYL)KETONE AND 1.3-PROPANEDIOL IN AN INERT ORGANIC SOLVENT AT REFLUX TEMPERATURE OF THE SOLVENT AND IN THE PRESENCE OF P-TOLUENESULFONIC ACID CATALYST TO FORM A 2-(POLY-LOWER ALKOXYPHENYL)-2-(METHYL-2-PYRIDYL)-1.3-DIOXANE, C-BENZYLATING SAID 2-(POLY-LOWER ALKOXYPHENYL)-2-(METHYL-2-PYRIDYL)-1.3DIOXANE BY TREATMENT WITH PHENYLLITHIUM FOLLOWED BY BENZYL CHLORIDE TO FORM 2-(POLYLOWER ALKOXYPHENYL)-2-(PHENETHYL-2PYRIDYL)-1.3-DIOXANE AND 2-(POLY-LOWER ALKOXYPHENYL)-2(DIBENZYLMETHYL-2-PYRIDYL)-1.3-DIOXANE, DEMETHYLATING AND HYDROLYTICALLY CLEAVING THE DIOXANE RING SAID COMPOUNDS TO FORM (POLY-HYDROXYPHENYL) (PHENETHYL-2-PYRIDYL)KETONE (POLY-HYDROXYPHENYL) (PHENETHYL-2-PYRIDYL)KETONE AND WHICH ARE HYDROGENATED IN THE PRESENCE OF PLATINUM CATALYST TO YIELD THE A-(POLYHYDROXYPHENYL)-A-(PHENETHYL-2PIPERIDYINYL)METHANOL AND A-(POLYHYDROXYPHENYL)-A-(DIBENZYLMETHY-2PIPERDINYL)METANOL.,
References Cited (Backward Citations)
US3705169A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-10-06 | 1979-04-07 | 1979-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-10-06 | 1983-04-07 | 1983-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-10-06 | 1987-04-07 | 1987-10-07 | $7700.00 | Window Closed / Lapsed |