تفاعل #59015

ord-514db7685ad04ffca226bb87392ea871

معادلة التفاعل

CCOC(C)=O
ethyl acetate
CC(C)c1cc(Br)ccc1OS(C)(=O)=O
4-bromo-2-isopropylphenyl methanesulfonate
c1ccc(P(CCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1
1,3-bis(diphenylphosphino)propane
CCN(CC)CC
triethylamine
CS(C)=O
dimethylsulfoxide
COC(=O)c1ccc(Br)cc1C(C)C
title compound
COC(=O)c1ccc(Br)cc1C(C)C
Methyl 4-bromo-2-isopropylbenzoate

المذيبات

ظروف التفاعل

درجة الحرارة
55°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe organic layer was separated
  2. 2
    غسيلwashed with water and brine
  3. 3
    تجفيفdried over anhydrous magnesium sulfate
  4. 4
    أخرىThe solvent was evaporated under reduced pressure
  5. 5
    أخرىthe residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/10)

الإجراء التجريبي

A mixture of 4-bromo-2-isopropylphenyl methanesulfonate (0.71 g), palladium acetate (0.023 g), 1,3-bis(diphenylphosphino)propane (0.042 g) and triethylamine (0.63 mL) in methanol (6 mL)/dimethylsulfoxide (9 mL) was stirred overnight at 55° C. under an atmosphere of carbon monoxide. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/10) to afford the title compound (0.355 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07423185B2uspto-grants-2008_09