Boron tribromide → 4-[2-(2-Chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2,6-dimethyl-benzonitrile

HRID 2096851Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[CH:4][C:3]=1[CH:10]([CH3:27])[C:11]([C:17]1[CH:24]=[C:23]([CH3:25])[C:20]([C:21]#[N:22])=[C:19]([CH3:26])[CH:18]=1)([OH:16])[C:12]([F:15])([F:14])[F:13].B(Br)(Br)Br>>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH:10]([CH3:27])[C:11]([C:17]1[CH:18]=[C:19]([CH3:26])[C:20]([C:21]#[N:22])=[C:23]([CH3:25])[CH:24]=1)([OH:16])[C:12]([F:15])([F:13])[F:14]

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 666970754-[2-(2-Chloro-4-methoxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2,6-dimethyl-benzonitrile

Product 1

HCID 666970264-[2-(2-Chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2,6-dimethyl-benzonitrile

Procedure

In analogy to Example 1, step 4, 4-[2-(2-chloro-4-methoxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-2,6-dimethyl-benzonitrile was reacted with BBr3 to give the title compound as a colorless foam. MS (m/e, ISP neg. ion)=382.1 [M−H+].

Sources & evidence

ORD record: ord-7b6b9b45858c4510a771341427f82fba
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450313B2

Reaction notes

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