4-Bromophenol → HCID 891351, compound

HRID 1636439Notes

Reaction equation

HRID 1636439 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24](Cl)=[O:25])=[CH:19][CH:18]=1>ClCCl>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][C:24]([O:8][C:5]2[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=2)=[O:25])=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 78084-BromophenolHCID 8471TriethylamineHCID 906924-Chlorophenylacetyl chloride

Product 1

HCID 891351HCID 891351, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
10 °C

Procedure

A cooled (10° C.) stirred solution of 4-bromophenol (3 g) and triethylamine (2.5 ml) in dichloromethane (100 ml) was treated with 4-chlorophenylacetyl chloride (3.3 g) in dichloromethane (50 ml). The mixture was stirred at room temperature overnight. The solution was washed with water, dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silica gel chromatography to give 4-bromophenyl 4-chlorophenylacetate.

Workup

  1. washThe solution was washed with water
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-18d4cb0fcce946aba5730dce97eb91be
Source dataset
uspto-grants-2000_03
Patent number
US06034121

Reaction notes

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