Mesitylene → HCID 69117472, compound

HRID 902373Notes

Reaction equation

HRID 902373 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[C:6]=1[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[CH3:19])C=C.[C:20]1(C)[CH:25]=C(C)C=C(C)[CH:21]=1>>[CH2:25]([C:10]1[CH:9]=[CH:8][C:7]([F:11])=[C:6]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[CH3:19])[C:5]=1[OH:4])[CH:20]=[CH2:21]

Participants

3

Reactant 2

HCID 7947MesityleneHCID 691169062'-Allyloxy-4-chloro-6'-fluoro-2-methylbiphenyl

Product 1

HCID 69117472HCID 69117472, compoundYield 95%

Procedure

A solution of 2′-allyloxy-4-chloro-6′-fluoro-2-methylbiphenyl (2.1 g, 7.6 mmol) in mesitylene (70 mL) was refluxed for 24 h. The solvent was removed under reduced pressure. Purification by ISCO using a solvent gradient of 0 to 20% ethyl acetate in hexanes provided 2.0 g (95%) of 3-allyl-4′-chloro-6-fluoro-2′-methylbiphenyl-2-ol as a pale yellow oil.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customPurification by ISCO

Sources & evidence

ORD record
ord-6b4638b859ad489098b801cb2b86c494
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

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