Bromine → HCID 22461690, compound

HRID 1937782Notes

Reaction equation

HRID 1937782 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1.[Br:16]Br>>[Br:16][C:7]1[CH:6]=[C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:4]=[CH:3][C:2]=1[OH:1]

Participants

3

Reactant 2

HCID 24408BromineHCID 11333255Ethyl 4-(4-hydroxyphenyl)butanoate

Product 1

HCID 22461690HCID 22461690, compoundYield 96.7%

Procedure

To an ice cooled solution of ethyl 4-(4-hydroxyphenyl)butanoate (16.73 g, 80.32 mmol) in 200 mL of CHCl, was added bromine (4.15 mL, 80.8 mmol). The cooling bath was removed, and the reaction stirred at room temperature for 2 hours. The reaction mixture was then washed with water and brine, dried over sodium sulfate and concentrated to give 22.3 g (96.6%) of ethyl 4-(3-bromo-4-hydroxyphenyl)butanoate as a crystalline solid.

Workup

  1. customThe cooling bath was removed
  2. washThe reaction mixture was then washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4f9195cd933e4e1b858a07ce334860df
Source dataset
uspto-grants-2002_05
Patent number
US06395919B1

Reaction notes

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