Ethanol → Ethyl 1-bromocyclopentane-1-carboxylate

HRID 616449Notes

Reaction equation

HRID 616449 reaction equation
[Br:1][C:2]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.[CH2:10](O)[CH3:11]>S(=O)(=O)(O)O>[Br:1][C:2]1([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 702EthanolHCID 134118411-Bromocyclopentane-1-carboxylic acid

Product 1

HCID 15301050Ethyl 1-bromocyclopentane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 1-bromocyclopentanecarboxylic acid (5.1 g) in ethanol (40 ml) containing concentrated sulphuric acid (10 drops) was refluxed for 4 hours. The solvent was removed by evaporation and the residual oil was partitioned between ether (50 ml) and 2N sodium carbonate (30 ml).

Workup

  1. temperaturewas refluxed for 4 hours
  2. customThe solvent was removed by evaporation
  3. customthe residual oil was partitioned between ether (50 ml) and 2N sodium carbonate (30 ml)

Sources & evidence

ORD record
ord-705e73bf52aa4933af22a86f6e48dc6c
Source dataset
uspto-grants-1978_02
Patent number
US04074047

Reaction notes

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