Carbon Dioxide → Ethyl 2-bromo-3-phenylpropanoate

HRID 484976

Reaction equation

HRID 484976 reaction equation
[Br:1][C:2]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(C([O-])=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(=O)=O>>[Br:1][CH:2]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

3

Reactant 2

HCID 280Carbon DioxideHCID 86007639Ethyl bromo-(phenylmethyl)propanedioate

Product 1

HCID 4737529Ethyl 2-bromo-3-phenylpropanoate

Procedure

Ethyl bromo-(phenylmethyl)propandioate (XXVI, Example 60, 130 g.) is heated under reduced pressure to 140° with vigorous evolution of carbon dioxide. When decarboxylation is complete (about 5 minutes), the mixture is distilled to give ethyl 2-bromo-3-phenylpropionate, b.p. 120°/30 mm.

Workup

  1. custom(about 5 minutes)
  2. distillationthe mixture is distilled

Sources & evidence

ORD record
ord-105355d6d3dc4bf48e8128d58f3d322d
Source dataset
uspto-grants-1985_08
Patent number
US04534897

Linked notes

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