2-Bromo-5-fluorotoluene → (4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methanol

HRID 561503Notes

Reaction equation

HRID 561503 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[O:16])=[C:13]([F:19])[CH:12]=1.ClC1C=CC(C(C2C=CC(OC)=CC=2)O)=CC=1>>[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]([C:2]2[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=2[CH3:9])[OH:16])=[C:13]([F:19])[CH:12]=1

Participants

4

Reactant 3

HCID 967432-Bromo-5-fluorotolueneHCID 27249084-Chloro-2-fluorobenzaldehydeHCID 2757631(4-Chlorophenyl)(4-methoxyphenyl)methanol

Product 1

HCID 58392534(4-Chloro-2-fluorophenyl)(4-fluoro-2-methylphenyl)methanol

Procedure

The title compound was prepared starting from 5.00 g (26.45 mmol) of 2-bromo-5-fluorotoluene and 5.03 g (31.74 mmol) of 4-chloro-2-fluorobenzaldehyde in analogy to the synthesis of the compound from Example 175A. A difference was that the crude product was purified twice by preparative HPLC. 4.84 g (65% of theory) of the title compound were obtained.

Workup

  1. customThe title compound was prepared
  2. customwas purified twice by preparative HPLC

Sources & evidence

ORD record
ord-75ebf9905fdc4544a7bf8ef51b8318fe
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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