Boron tribromide → HCID 58056123, compound

HRID 1773552Notes

Reaction equation

HRID 1773552 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][CH2:15][O:16]C)=[C:8]([N+:18]([O-:20])=[O:19])[CH:7]=1>ClCCl>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[C:8]([N+:18]([O-:20])=[O:19])[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 58056226HCID 58056226, compound

Product 1

HCID 58056123HCID 58056123, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boron tribromide (1.24 g, 4.925 mmol) was added to a cooled mixture of 4-chloro-1-(4-methoxy-butyl)-2-nitro-benzene (0.2 g, 0.995 mmol) in dichloromethane (10 mL) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was extracted with ethyl acetate and the organic extracts were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 80 mg of 4-(4-chloro-2-nitro-phenyl)-butan-1-ol as an oil without further purifications.

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. dry with materialthe organic extracts were dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c78d1613e6a6426384a0c4729c5d8792
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

Loading…