Ethyl bromoacetate → Ethyl β-(acetylamino)-γ-oxo-2-furanbutanoate

HRID 235900Notes

Reaction equation

HRID 235900 reaction equation
[C:1]([NH:4][CH2:5][C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=[O:7])(=[O:3])[CH3:2].[H-].[Na+].Br[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[C:1]([NH:4][CH:5]([C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=[O:7])[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 13773126N-[2-(Furan-2-yl)-2-oxoethyl]acetamide

Product 1

HCID 13773136Ethyl β-(acetylamino)-γ-oxo-2-furanbutanoateYield 41%

Procedure

2.6 g of N-acetyl-(2-furylcarbonyl)methylamine, 0.74 g of 61% sodium hydride and 2.9 g of ethyl bromoacetate are treated in the same manner as described in Preparation 1-(2). 1.6 g of ethyl 3-acetylamino-3-(2-furylcarbonyl)propionate are thereby obtained. Yield: 41%

Workup

  1. customas described in Preparation 1-(2)

Sources & evidence

ORD record
ord-cf7a9daec9664351b0543f3116ef2ab9
Source dataset
uspto-grants-1987_02
Patent number
US04642313

Reaction notes

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