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

HRID 374907Notes

Reaction equation

HRID 374907 reaction equation
S(=O)(=O)(O)O.[Br:6][C:7]1[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=1.[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([O:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([Br:6])[CH:8]=1)(=[O:16])[CH3:15]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 115633-Bromophenol

Product 1

HCID 141946Phenol, 3-bromo-, 1-acetateYield 90%

Procedure

Concentrated sulphuric acid (2 ml) was added to a stirred mixture of 3-bromophenol (67 g) and acetic anhydride (20 ml). The mixture was stirred at ambient temperature for 4 hours and evaporated. Ice was added and the mixture was extracted with diethyl ether. The organic phase was dried (MgSO4) and evaporated to give 3-bromophenyl acetate (75.4 g, 90%).

Workup

  1. customevaporated
  2. additionIce was added
  3. extractionthe mixture was extracted with diethyl ether
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-9898cc6d0f9f46ddadc15bfc4aefc321
Source dataset
uspto-grants-1996_01
Patent number
US05482966

Reaction notes

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