2-(2,4-Difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 3'-Bromo-5'-tert-butyl-2,4-difluoro-4'-methoxybiphenyl

HRID 403670Notes

Reaction equation

HRID 403670 reaction equation
[Br:1][C:2]1[CH:7]=[C:6](I)[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[O:13][CH3:14].CC1(C)C(C)(C)OB([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=2[F:30])O1>>[Br:1][C:2]1[CH:7]=[C:6]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=2[F:30])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[O:13][CH3:14]

Participants

3

Reactant 2

HCID 162176522-(2,4-Difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 667000451-Bromo-3-tert-butyl-5-iodo-2-methoxybenzene

Product 1

HCID 668338233'-Bromo-5'-tert-butyl-2,4-difluoro-4'-methoxybiphenyl

Procedure

The product from Example 1 Part A (0.185 g, 0.501 mmol) and 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,5-difluorobenzene (0.120 g, 0.501 mmol) were reacted in the same manner as Example 1 Part B for 16 hours. The crude product was purified on an Isco 12 g silica cartridge eluting with 5% ethyl acetate in hexane to give the title compound.

Workup

  1. customThe crude product was purified on an Isco 12 g silica cartridge
  2. washeluting with 5% ethyl acetate in hexane

Sources & evidence

ORD record
ord-9cbb998afa94444fb3ece503ba0103f7
Source dataset
uspto-grants-2014_06
Patent number
US08748443B2

Reaction notes

Loading…