Boron tribromide → HCID 117759834, compound

HRID 709718Notes

Reaction equation

HRID 709718 reaction equation
[F:1][C:2]1[C:7]([O:8]C)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].B(Br)(Br)Br>ClCCl>[F:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 79018271HCID 79018271, compound

Product 1

HCID 117759834HCID 117759834, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of ethyl 3-(2-fluoro-3-methoxyphenyl)propanoate (2.50 g) in dichloromethane (50 mL) was added a 3.0 M solution of boron tribromide in dichloromethane (11 mL) at 0° C., and the mixture was stirred at room temperature for 15 hr. Ice water (100 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (2.20 g) as a solid. This compound was used for the next step without further purification.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1de4dd22c2644e7da97b6cba4139f46a
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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