Boron tribromide → HCID 57762931, compound

HRID 230598Notes

Reaction equation

HRID 230598 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[C:4]([F:10])[C:3]=1[C:11]([CH3:17])([CH3:16])[C:12]([F:15])([F:14])[F:13].B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([F:10])[C:3]=1[C:11]([CH3:16])([CH3:17])[C:12]([F:14])([F:15])[F:13]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 57762925HCID 57762925, compound

Product 1

HCID 57762931HCID 57762931, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1,3-difluoro-5-methoxy-2-(2,2,2-trifluoro-1,1-dimethylethyl)benzene (7.93 g, 31.2 mmol) and 1 M dichloromethane solution of boron tribromide (150 ml, 150 mmol) was stirred at room temperature for 16 hours. Then, the reaction was quenched with water and the product was extracted with ethyl acetate which was dried over sodium sulfate. Then, filtration, evaporation, purification by silica gel column chromatography, eluting with hexane/ethy lacetate (10:1), furnished 7.79 g (quant.) of the title compound as a brown solid.

Workup

  1. customThen, the reaction was quenched with water
  2. extractionthe product was extracted with ethyl acetate which
  3. dry with materialwas dried over sodium sulfate
  4. filtrationThen, filtration, evaporation, purification by silica gel column chromatography
  5. washeluting with hexane/ethy lacetate (10:1)

Sources & evidence

ORD record
ord-d7cf63d205884000ba7b9bd3929244bc
Source dataset
uspto-grants-2009_07
Patent number
US07566739B2

Reaction notes

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