Amyl Acetate → Amyl 3-Hydroxy-3-methyl-3-(4-pyridyl)propionate

HRID 1633166Notes

Reaction equation

HRID 1633166 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])(=[O:12])[CH3:11]>>[OH:3][C:1]([CH3:2])([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)[CH2:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:12]

Participants

3

Reactant 2

HCID 12348Amyl AcetateHCID 142824-Acetylpyridine

Product 1

HCID 20441861Amyl 3-Hydroxy-3-methyl-3-(4-pyridyl)propionateYield 74%

Procedure

The reaction of 4-acetylpyridine (24.2 grams, 0.2 mole) with the enolate of amyl acetate (26.0 grams, 0.2 mole) is carried out as described in Example I. Distillation yields 37.2 grams (74%) of the pure product b.p. 102°-105° C. (air bath temperature) at 0.05 mm Hg.

Workup

  1. distillationDistillation

Sources & evidence

ORD record
ord-db9da96c6de64a07a5f6c7d03bb36684
Source dataset
uspto-grants-1984_10
Patent number
US04479003

Reaction notes

Loading…