Bromide ion → HCID 54049198, compound

HRID 1758273Notes

Reaction equation

HRID 1758273 reaction equation
[Br-:1].[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH:12]([CH:16]([CH3:18])[CH3:17])[C:13]([OH:15])=[O:14])=[C:7]2[C:11]=1[O:10][CH:9]=[CH:8]2>ClC(Cl)(Cl)Cl>[Br:1][C:9]1[O:10][C:11]2[C:7](=[C:6]([CH:12]([CH:16]([CH3:18])[CH3:17])[C:13]([OH:15])=[O:14])[CH:5]=[CH:4][C:3]=2[Cl:2])[CH:8]=1

Participants

4

Reactant 2

HCID 259Bromide ionHCID 54222719HCID 54222719, compound

Product 1

HCID 54049198HCID 54049198, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of bromide (0.90 g, 5.7×10-3 mol) and 7-chloro-α-isopropylbenzofuran-4-acetic acid (1.44 g, 5.7×10-3 mol) in tetrachloromethane (50 cm3) was heated to reflux for 2 hr. The solvent was removed and the residue was subjected to column chromatography on silica using ethyl acetate as the eluant. The appropriate fractions were combined and the solvent was removed to give 2-bromo-7-chloro-α-isopropylbenzofuran-4-acetic acid (1.50 g, 4.5×10-3 mol, 79.5%).

Workup

  1. temperatureto reflux for 2 hr
  2. customThe solvent was removed
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-7078bf752e3e461b820387a04175d542
Source dataset
uspto-grants-1983_02
Patent number
US04372970

Reaction notes

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