3-Fluorophenylboronic acid → (R)-2,2,2-Trifluoro-1-(3'-fluorobiphenyl-4-yl)ethanol

HRID 2264855Notes

Reaction equation

HRID 2264855 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([OH:13])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.[F:14][C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1>>[F:10][C:9]([F:12])([F:11])[C@@H:8]([C:5]1[CH:6]=[CH:7][C:2]([C:19]2[CH:18]=[CH:17][CH:16]=[C:15]([F:14])[CH:20]=2)=[CH:3][CH:4]=1)[OH:13]

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 12640349(1R)-1-(4-Bromophenyl)-2,2,2-trifluoroethan-1-ol

Product 1

HCID 59597036(R)-2,2,2-Trifluoro-1-(3'-fluorobiphenyl-4-yl)ethanol

Procedure

Similar to the above procedure, the title compound was prepared from (R)-1-(4-bromophenyl)-2,2,2-trifluoroethanol (2) and 3-fluorophenylboronic acid. 1H NMR (CDCl3): δ 7.62(d, J=6.0 Hz, 2H), 7.56 (d, J=6.3 Hz, 2H), 7.42 (m, 2H), 7.28 (m, 1H), 7.06 (m, 1H), 5.82 (q, J=5.1 Hz, 1H).

Sources & evidence

ORD record
ord-42421ebb54e34156ae26f27faaa9d0cd
Source dataset
uspto-grants-2010_12
Patent number
US07855291B2

Reaction notes

Loading…