Bromine → Benzyl methyl bromomalonate

HRID 1648276Notes

Reaction equation

HRID 1648276 reaction equation
[Br:1]Br.[C:3]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:9])[CH2:4][C:5]([O:7][CH3:8])=[O:6]>C(Cl)(Cl)(Cl)Cl>[Br:1][CH:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]([O:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 5721351-Benzyl 3-methyl propanedioate

Product 1

HCID 53951547Benzyl methyl bromomalonateYield 97.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Bromine (17.6 g, 0.11 mol) was added to a stirred solution of benzyl methyl malonate (20.8 g, 0.10 mol) in carbon tetrachloride. After 30 minutes the solvent was removed under reduced pressure to give 28 g of product (85% pure by gc, containing 7% benzyl methyl malonate) which was used without further purification.

Workup

  1. customAfter 30 minutes the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c505956b0bdf4006aa4091d8ed293fbb
Source dataset
uspto-grants-1995_07
Patent number
US05436240

Reaction notes

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