تفاعل #1833287

ord-0c3af7094a0f4eec9b71bf3edc33ff96

معادلة التفاعل

O=C(Cl)c1c(F)cccc1C(F)(F)F
2-Fluoro-6-(trifluoromethyl)benzoyl chloride
CO
methanol
COC(=O)c1c(F)cccc1C(F)(F)F
title product
COC(=O)c1c(F)cccc1C(F)(F)F
Methyl 2-fluoro-6-(trifluoromethyl)benzoate

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction solution was partitioned between DCM (˜50 mL) and saturated aqueous sodium bicarbonate
  2. 2
    استخلاصThe aqueous layer was extracted with further DCM
  3. 3
    تجفيفthe combined DCM extracts were dried (sodium sulfate)
  4. 4
    أخرىevaporated

الإجراء التجريبي

2-Fluoro-6-(trifluoromethyl)benzoyl chloride (Sigma-Aldrich; 950 mg, 4.19 mmol) was added drop-wise to dry methanol (5 mL) under nitrogen. After 18 hours LCMS indicated that no starting material remained. The reaction solution was partitioned between DCM (˜50 mL) and saturated aqueous sodium bicarbonate. The aqueous layer was extracted with further DCM and the combined DCM extracts were dried (sodium sulfate) and evaporated to give the title product as a colourless liquid (786 mg). This material was used in the next step without further purification. LCMS (System 3): tRET=1.05 min.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09149462B2uspto-grants-2015_10