Methanol → Methyl 2-(2-bromophenyl)acetate

HRID 1955155Notes

Reaction equation

HRID 1955155 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[CH3:12]O>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 887MethanolHCID 877542-Bromophenylacetic acid

Product 1

HCID 8063364Methyl 2-(2-bromophenyl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 2-bromophenylacetic acid (5.6 g) in methanol (80 ml) containing 6 drops of concentrated sulphuric acid was heated at reflux for 12 hours. The reaction mixture was concentrated, dissolved in ether (100 ml) and washed with water. The ether solution was dried over magnesium sulphate and evaporated to give the title compound (5.8 g) as a light orange oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 12 hours
  3. concentrationThe reaction mixture was concentrated
  4. dissolutiondissolved in ether (100 ml)
  5. washwashed with water
  6. dry with materialThe ether solution was dried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-8349bc7216e442f587fbb6a006430ac8
Source dataset
uspto-grants-2000_09
Patent number
US06124343

Reaction notes

Loading…