Allyl bromide → 2'-Allyloxy-4-chloro-6'-fluoro-2-methylbiphenyl

HRID 902372Notes

Reaction equation

HRID 902372 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([OH:15])=[CH:10][CH:11]=[CH:12][C:13]=2[F:14])=[C:4]([CH3:16])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[CH:24]=[CH2:25]>CS(C)=O>[CH2:25]([O:15][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]([F:14])[C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[CH3:16])[CH:24]=[CH2:23]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 58629987HCID 58629987, compound

Product 1

HCID 691169062'-Allyloxy-4-chloro-6'-fluoro-2-methylbiphenylYield 66.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Treatment of 4′-chloro-6-fluoro-2′-methylbiphenyl-2-ol (2.7 g, 11.4 mmol) with potassium carbonate (2.4 g, 17.1 mmol) and allyl bromide (1.5 mL, 17.1 mmol) in DMSO (100 mL) according to the procedure described for Example 69, Step 3 provided 2.1 g (66%) of 2′-allyloxy-4-chloro-6′-fluoro-2-methylbiphenyl as a colorless oil.

Sources & evidence

ORD record
ord-5fadd0db07f84682989871823a5ea7ef
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

Loading…