4-Bromo-2-fluorobenzeneethanol → 4-Bromo-1-(2-iodo-ethyl)-2-fluoro-benzene

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][I:10])=[C:4](C)[CH:3]=1.BrC1C=CC(CCO)=C([F:22])C=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][I:10])=[C:4]([F:22])[CH:3]=1

Participants

Reactant 2

HCID 536606944-Bromo-2-fluorobenzeneethanol

HCID 665779234-Bromo-1-(2-iodo-ethyl)-2-methyl-benzene

Product 1

HCID 665779724-Bromo-1-(2-iodo-ethyl)-2-fluoro-benzeneYield 95.7%

Procedure

The title compound was synthesized according to the same general procedure described for the synthesis of 4-bromo-1-(2-iodo-ethyl)-2-methyl-benzene in Preparation #2, Step 1, except that 2-(4-bromo-2-fluoro-phenyl)-ethanol was used instead of 2-(4-bromo-2-methylphenyl)ethanol to yield the title compound as a clear oil (5.75 g, 95.7%) 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 3.13-3.24 (m, 2H) 3.26-3.44 (m, 2H) 7.06-7.14 (m, 1H) 7.21-7.24 (m, 1H) 7.26-7.31 (m, 1H)

Workup

customThe title compound was synthesized

Sources & evidence

ORD record: ord-34e45b30f5544b6a89087a7014072a98
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08853258B2

Reaction notes

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