Mesitylene → 2-Allyl-6-bromo-4-fluorophenol

HRID 2115998Notes

Reaction equation

HRID 2115998 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[Br:12])C=C.[C:13]1(C)[CH:18]=C(C)C=C(C)[CH:14]=1>>[CH2:18]([C:10]1[CH:9]=[C:8]([F:11])[CH:7]=[C:6]([Br:12])[C:5]=1[OH:4])[CH:13]=[CH2:14]

Participants

3

Reactant 2

HCID 7947MesityleneHCID 133575831-(Allyloxy)-2-bromo-4-fluorobenzene

Product 1

HCID 623681612-Allyl-6-bromo-4-fluorophenolYield 99%

Procedure

Treatment of 1-(allyloxy)-2-bromo-4-fluorobenzene (23.90 g, 0.103 mol) in refluxing mesitylene (50 mL) generally according to the procedure described for Intermediate 8 provided 23.44 g (99%) 2-allyl-6-bromo-4-fluorophenol as a brown oil. Rf=0.64 (silica, ethyl acetate:hexanes 1:19); Anal. calcd. for C9H8BrFO: C, 46.78; H, 3.49. Found: C, 49.19; H, 3.59.

Sources & evidence

ORD record
ord-c284df44edee4da0b864f3e93ca5fb76
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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