تفاعل #52447

ord-63449081144e47959fac4c07d18503df

معادلة التفاعل

CC(C)(C)CO
2,2-dimethylpropanol
Cc1cc(Br)ccc1C(=O)O
2-methyl-4-bromo-benzoic acid
c1ccncc1
pyridine
Cc1cc(Br)ccc1C(=O)OCC(C)(C)C
title compound
المردود 68.0%
Cc1cc(Br)ccc1C(=O)OCC(C)(C)C
2,2-Dimethylpropyl 2-methyl-4-bromobenzoate
المردود 68.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe resulting solution was concentrated under reduced pressure

الإجراء التجريبي

Using General Esterification Method C; 2-methyl-4-bromo-benzoic acid (1.82 g, 8.47 mmols) was refluxed for 3 h with 10 mL SOCl2. The resulting solution was concentrated under reduced pressure and the crude acyl chloride combined with 2,2-dimethylpropanol (0.75 g, 8.47 mmols) and pyridine (1.4 mL, 16.9 mmols) to give the title compound (1.64 g, 68%) after work-up and column chromatography (2-5% EtOAc—hexanes) as a colorless oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06855512B2uspto-grants-2005_02