1-Bromo-4-fluorobenzene → 4-Fluorobiphenyl

HRID 72088

Reaction equation

HRID 72088 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](Br)=[CH:4][CH:3]=1.[C:9]1(B(O)O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 99931-Bromo-4-fluorobenzeneHCID 66827Phenylboronic Acid

Product 1

HCID 94614-FluorobiphenylYield 93%

Procedure

From 4-fluoro-bromobenzene and phenyl boronic acid, yield 93%; mp 73-75° C. (lit.,9 73-75° C.); IR: 1599, 1519, 1487 and 1196; 1H NMR (400 MHz; CDCl3): 7.56-7.53 (4H, m), 7.43 (2H, d, J 7.8), 7.34 (1H, t, J 8) and 7.15-7.1 (2H, m); rr/z (EI) 172 (70%, M+), 119 (30) and 69 (100) (Found: M+, 172.068. C12H9F requires M, 172.068).

Workup

  1. custommp 73-75° C. (lit.,9 73-75° C.)

Sources & evidence

ORD record
ord-0e3f23dfcd5c491b8b34c89e8f7ad165
Source dataset
uspto-grants-2014_09
Patent number
US08828902B2

Linked notes

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