Toluene → 1-Butyryloxy-2-[p-(p-n-octylphenyl)-benzoyloxy]-propane

HRID 1252655Notes

Reaction equation

HRID 1252655 reaction equation
[C:1]([O:6][CH2:7][CH:8]([OH:10])[CH3:9])(=[O:5])[CH2:2][CH2:3][CH3:4].[CH2:11]([C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][CH:26]=2)=[CH:21][CH:20]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C1(C)C=CC=CC=1>N1C=CC=CC=1>[C:1]([O:6][CH2:7][CH:8]([O:10][C:29](=[O:30])[C:28]1[CH:27]=[CH:26][C:25]([C:22]2[CH:23]=[CH:24][C:19]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:20][CH:21]=2)=[CH:33][CH:32]=1)[CH3:9])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 1140TolueneHCID 122419Butanoic acid, 2-hydroxypropyl esterHCID 147459674'-Octyl-4-biphenylcarboxylic acid chloride

Product 1

HCID 197424681-Butyryloxy-2-[p-(p-n-octylphenyl)-benzoyloxy]-propane

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0,75 g of optically active 1-butyryloxy-2-propanol [obtainable by esterification of (S)-1,2-propanediol], 1,7 g of p-(p-n-octylphenyl)-benzoic acid chloride, 20 ml of toluene and 2,1 ml of pyridine are boiled under reflux for 6 hours. The pyridinium chloride is filtered off hot with suction and the filtrate is worked up in the customary manner. Optically active 1-butyryloxy-2-[p-(p-n-octylphenyl)-benzoyloxy]-propane is obtained.

Workup

  1. temperatureunder reflux for 6 hours
  2. filtrationThe pyridinium chloride is filtered off hot with suction

Sources & evidence

ORD record
ord-df5a991d2a454d9398edef80a4279319
Source dataset
uspto-grants-1988_05
Patent number
US04744918

Reaction notes

Loading…