Cyclohexane, (bromomethyl)- → 1-Bromo-3-(cyclohexylmethoxy)-5-fluorobenzene

HRID 74424Notes

Reaction equation

HRID 74424 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.Br[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([O:9][CH2:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1

Participants

3

Reactant 2

HCID 137636Cyclohexane, (bromomethyl)-HCID 219046363-Bromo-5-fluorophenol

Product 1

HCID 673171711-Bromo-3-(cyclohexylmethoxy)-5-fluorobenzene

Procedure

Alkylation of 3-bromo-5-fluorophenol using (bromomethyl)cyclohexane following the method used in Example 1 gave 1-bromo-3-(cyclohexylmethoxy)-5-fluorobenzene. Yield (1.1 g, 73%): 1H NMR (400 MHz, CDCl3) δ 6.79-6.83 (m, 2H), 6.52 (dt, J=10.4, 2.0 Hz, 1H), 3.70 (d, J=6.0 Hz, 2H), 1.65-1.86 (m, 6H), 1.16-1.34 (m, 3H), 0.97-1.08 (m, 2H).

Sources & evidence

ORD record
ord-313493064294469498135ccfaeaa7e6c
Source dataset
uspto-grants-2014_09
Patent number
US08829244B2

Reaction notes

Loading…