Acetic Anhydride → Ethyl 4-acetamido-2-[p-(4-phenylbutoxy)benzamido]phenoxyacetate

HRID 1197101Notes

Reaction equation

HRID 1197101 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].Cl.[NH2:9][C:10]1[CH:22]=[CH:21][C:13]([O:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:12]([NH:23][C:24](=[O:42])[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[CH:27][CH:26]=2)[CH:11]=1>N1C=CC=CC=1>[C:1]([NH:9][C:10]1[CH:22]=[CH:21][C:13]([O:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:12]([NH:23][C:24](=[O:42])[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][CH2:33][CH2:34][CH2:35][C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)=[CH:27][CH:26]=2)[CH:11]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19882680Ethyl 4-amino-2-[p-(4-phenylbutoxy)benzamido]phenoxyacetate hydrochloride

Product 1

HCID 15106500Ethyl 4-acetamido-2-[p-(4-phenylbutoxy)benzamido]phenoxyacetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Under ice cooling 1 ml of acetic anhydride was added to a mixture of 200 mg of ethyl 4-amino-2-[p-(4-phenylbutoxy)benzamido]phenoxyacetate hydrochloride and 5 ml of pyridine followed by stirring at room temperature overnight. The reaction mixture was treated similarly to Example 68 to obtain 150 mg of ethyl 4-acetamido-2-[p-(4-phenylbutoxy)benzamido]phenoxyacetate.

Workup

  1. additionThe reaction mixture was treated similarly to Example 68

Sources & evidence

ORD record
ord-fd4b12d114fa4ac3a2d6bc95cafaaf88
Source dataset
uspto-grants-1992_05
Patent number
US05116853

Reaction notes

Loading…