HCID 69117472, compound → 4'-Chloro-6-fluoro-2'-methyl-3-(prop-1-enyl)biphenyl-2-ol

HRID 902374Notes

Reaction equation

HRID 902374 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[CH3:18])[C:5]=1[OH:19])[CH:2]=[CH2:3]>C(Cl)Cl.CC1C=CC=CC=1[P](C1C=CC=CC=1C)([Pd](Cl)(Cl)[P](C1=C(C)C=CC=C1)(C1C=CC=CC=1C)C1C=CC=CC=1C)C1C=CC=CC=1C>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:6]2[C:5]([OH:19])=[C:4]([CH:1]=[CH:2][CH3:3])[CH:9]=[CH:8][C:7]=2[F:10])=[C:12]([CH3:18])[CH:13]=1

Participants

4

Reactant 1

HCID 69117472HCID 69117472, compound

Product 1

HCID 691174224'-Chloro-6-fluoro-2'-methyl-3-(prop-1-enyl)biphenyl-2-olYield 80.1%

Reagents, catalysts & solvents 2

HCID 178424406HCID 178424406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Treatment of 3-allyl-4′-chloro-6-fluoro-2′-methylbiphenyl-2-ol (2.0 g, 7.22 mmol) in methylene chloride (70 mL) with dichlorobis(acetonitrile)palladium (II) (0.25 g, 1.0 mmol) according to the procedure described for Example 69, Step 5 provided 1.6 g (80%) of 4′-chloro-6-fluoro-2′-methyl-3-(prop-1-enyl)biphenyl-2-ol as a colorless oil, MS (ESI) m/z 275.00 [M−H]−.

Sources & evidence

ORD record
ord-80b1a53123cf4fd3b47e96da289ffbac
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

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