Water → Phenol, 4-bromo-, 1-acetate

HRID 1459681Notes

Reaction equation

HRID 1459681 reaction equation
N1C=CC=CC=1.[Br:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16].O>CCOCC>[C:15]([O:14][C:11]1[CH:12]=[CH:13][C:8]([Br:7])=[CH:9][CH:10]=1)(=[O:17])[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 78084-BromophenolHCID 7918Acetic Anhydride

Product 1

HCID 74726Phenol, 4-bromo-, 1-acetate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A one-necked, 25-mL, round-bottomed flask equipped with an argon inlet adapter was charged with 5 mL pyridine, 4-bromophenol (1.00 g, 5.78 mmol), and acetic anhydride (2.80 g, 27.4 mmol). The resulting mixture was stirred for 12 h at room temperature. A mixture of water (20 mL) and ether (50 mL) was added and the resulting organic phase was washed with a second 20-mL portion of water. The organic phase was dried over MgSO4, filtered, and concentrated to provide a colorless oil:

Workup

  1. customA one-necked, 25-mL, round-bottomed flask equipped with an argon inlet adapter
  2. additionwas added
  3. washthe resulting organic phase was washed with a second 20-mL portion of water
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto provide a colorless oil

Sources & evidence

ORD record
ord-45df49fe617f4b0f8a65e18d2a5dceaa
Source dataset
uspto-grants-1998_12
Patent number
US05854277

Reaction notes

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