Allyl bromide → HCID 69118446, compound

HRID 902390Notes

Reaction equation

HRID 902390 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]([OH:20])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:27](Br)[CH:28]=[CH2:29]>CS(C)=O>[CH2:29]([O:20][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][C:6]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH:28]=[CH2:27]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 69117604HCID 69117604, compound

Product 1

HCID 69118446HCID 69118446, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Treatment of 5-fluoro-2′-phenylbiphenyl-2-ol (6.8 g, 25.7 mmol) with potassium carbonate (5.3 g, 38.6 mmol) and allyl bromide (3.3 mL, 38.6 mmol) in DMSO (150 mL) according to the procedure described for Example 69, Step 3 provided 6.4 g (82%) of 2-allyloxy-5-fluoro-2′-phenylbiphenyl as a white solid. MS (EI) m/z 304.1264 ([M]+); mp 48–49° C.

Sources & evidence

ORD record
ord-9fc0983906db43d186e032827aeb2d02
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

Loading…