Hydrochloric Acid → Phenol, 3-bromo-, 1-acetate

HRID 1988888Notes

Reaction equation

HRID 1988888 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[Br:8][C:9]1C=C(O)[CH:12]=[CH:13][CH:14]=1.Cl>N1C=CC=CC=1>[C:5]([O:4][C:1]1[CH:12]=[CH:13][CH:14]=[C:9]([Br:8])[CH:2]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 115633-Bromophenol

Product 1

HCID 141946Phenol, 3-bromo-, 1-acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride was added dropwise to an ice-cold solution of 3-bromophenol (25.5 g) in pyridine (25 ml) and the solution was then stirred at room temp. for 4 h. 2N Hydrochloric acid (160 ml) was added and the mixture was extracted with ether (×2). The combined organic extracts were washed with water and brine, dried (MgSO4) and concentrated under vacuum to give the title compound as a brown liquid (30.8 g).

Workup

  1. extractionthe mixture was extracted with ether (×2)
  2. washThe combined organic extracts were washed with water and brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-91ff6755e0774456b01cacfdfbfec356
Source dataset
uspto-grants-2010_01
Patent number
US07642276B2

Reaction notes

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