Mesitylene → HCID 68965446, compound

HRID 902348Notes

Reaction equation

HRID 902348 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[CH3:18])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[CH3:18])[C:5]=1[OH:4])[CH:19]=[CH2:20]

Participants

3

Reactant 2

HCID 7947MesityleneHCID 69117900HCID 69117900, compound

Product 1

HCID 68965446HCID 68965446, compoundYield 75%

Procedure

A solution of 2-allyloxy-6-chloro-2′-methylbiphenyl (4.0 g, 15.4 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 3.0 g (75%) of 3-allyl-6-chloro-2′-methylbiphenyl-2-ol as a light yellow oil.

Workup

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

Sources & evidence

ORD record
ord-e4dfd4a6aeab4201805d80f06b3b130d
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

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