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Boron tribromide → 2-Fluoro-4-phenylphenol

HRID 1600984
Notes
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Reaction equation

HRID 1600984 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8]C.B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[OH:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 141221243-Fluoro-4-methoxybiphenyl

Product 1

HCID 130044482-Fluoro-4-phenylphenolYield 56.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared according to the method described in example 36b) from 3-fluoro-4-methoxybiphenyl (0.99 g), boron tribromide (1.0 M in dichloromethane, 9.8 ml) and dichloromethane (15 ml). After work up the residue was purified by column chromatography over silica eluting with dichloromethane:ethanol (19:1) to give the sub-title compound as a pale yellow crystalline solid (0.52 g).

Workup

  1. customPrepared
  2. customAfter work up the residue was purified by column chromatography over silica eluting with dichloromethane:ethanol (19:1)

Sources & evidence

ORD record
ord-b755593322fa49bcab175ff7a728782a
Source dataset
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05977105

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes