Bromide ion → Ethyl 2-bromo-3-(3-cyanophenyl)-3-oxopropionate

HRID 1062667Notes

Reaction equation

HRID 1062667 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1)#[N:2].[Br-:17]>>[Br:17][CH:10]([C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=1)=[O:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

3

Reactant 2

HCID 259Bromide ionHCID 11622629Ethyl 3-(3-cyanophenyl)-3-oxopropanoate

Product 1

HCID 22282470Ethyl 2-bromo-3-(3-cyanophenyl)-3-oxopropionateYield 48%

Procedure

According to the procedure of Example 7, Part C, ethyl 3-(3-cyanophenyl)-3-oxopropionate (3.2 g, 14.7 mmol) was converted into the crude bromide, which was purified by flash chromatography (elution with 4:1 hexanes/ethyl acetate) to afford 2.1 g (48%) of the title compound. MS(H2O, GC/MS) 296/298 (M+H)+.

Workup

  1. customwas purified by flash chromatography (elution with 4:1 hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-3b481f92397f444283adbf7604800d7a
Source dataset
uspto-grants-2005_11
Patent number
US06962935B2

Reaction notes

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