Ethyl bromoacetate → Ethyl 3-benzoylamino-3-isobutyrylpropionate

HRID 485020Notes

Reaction equation

[C:1]([NH:9][CH2:10][C:11](=[O:15])[CH:12]([CH3:14])[CH3:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[C:1]([NH:9][CH:10]([C:11](=[O:15])[CH:12]([CH3:13])[CH3:14])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 7748Ethyl bromoacetate

HCID 24758Sodium hydride

HCID 13490305N-(3-Methyl-2-oxobutyl)benzamide

Product 1

HCID 13488802Ethyl 3-benzoylamino-3-isobutyrylpropionateYield 67.8%

Procedure

6.8 g of N-benzoylisobutyrylmethylamine, 1.56 g of 61% sodium hydride and 6.1 g of ethyl bromoacetate are treated in the same manner as described in Preparation 1-(5). 6.54 g of ethyl 3-benzoylamino-3-isobutyrylpropionate are thereby obtained. Yield: 67.7%.

Workup

customas described in Preparation 1-(5)

Sources & evidence

ORD record: ord-e5fa86c8490d4acb89ebe9e2e7f982c0
Source dataset: uspto-grants-1985_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04535089

Reaction notes

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