Acetic Acid → HCID 11012751, compound

HRID 2300671Notes

Reaction equation

HRID 2300671 reaction equation
[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([C:6]([CH:8]([O:18][C:19](OC2C=CC=CC=2)=[O:20])[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=O)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:34].C(O)(=O)C>O>[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([C:6]2[NH:34][C:19](=[O:20])[O:18][C:8]=2[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 10905876HCID 10905876, compound

Product 1

HCID 11012751HCID 11012751, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 6-(4-chlorobenzoyl)-6-phenoxycarbonyloxyhexanoate (32.3 g), ammonium acetate(29.7 g) and acetic acid(150 ml) was stirred for 1 hour under reflux. Water was added to the reaction mixture to give ethyl 5-[4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)pentanoate(17.7 g, 71%). This was recrystallized from acetone-isopropyl ether to give colorless needls. mp 143-144° C.

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-684e8c1851d94955a5228c553c7d17e5
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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