Mesitylene → HCID 68964218, compound

Reaction equation

C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:6]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])C=C.[C:19]1(C)[CH:24]=C(C)C=C(C)[CH:20]=1>>[CH2:24]([C:10]1[CH:9]=[CH:8][C:7]([Cl:11])=[C:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:5]=1[OH:4])[CH:19]=[CH2:20]

Participants

Reactant 2

HCID 7947Mesitylene

HCID 69117603HCID 69117603, compound

Product 1

HCID 68964218HCID 68964218, compoundYield 77%

Procedure

A solution of 2-allyloxy-2′,6-dichlorobiphenyl (11.6 g, 41.8 mmol) in mesitylene (100 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 9.0 g (77%) of 3-allyl-2′,6-dichlorobiphenyl-2-ol as a light yellow oil.

Workup

customThe solvent was removed under reduced pressure
customPurification by ISCO

Sources & evidence

ORD record: ord-bb600922c573405eaeb5a352cda408dd
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365095B2

Reaction notes

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