تفاعل #57616

ord-15c5f1d5dfe849a5a6c5355f7b711ebf

معادلة التفاعل

COC(=O)c1cc2c(O)cccc2o1
4-hydroxy-2-benzofurancarboxylic acid methyl ester
CC(C)Br
2-bromopropane
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)c1cc2c(OC(C)C)cccc2o1
methyl 4-isopropoxy-1-benzofuran-2-carboxylate
المردود 100.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction mixture was concentrated in vacuo
  2. 2
    استخلاصthe residue was extracted with ethyl acetate
  3. 3
    غسيلThe organic layer washed with water and brine
  4. 4
    تجفيفdried over sodium sulfate
  5. 5
    ترشيحfiltered
  6. 6
    تركيزconcentrated in vacuo

الإجراء التجريبي

To a solution of 0.41 g (2.13 mmol) of 4-hydroxy-2-benzofurancarboxylic acid methyl ester in 7 mL of DMF was added 0.80 mL (8.54 mmol) of 2-bromopropane and 1.18 g (8.54 mmol) of potassium carbonate. The reaction was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, and the residue was extracted with ethyl acetate. The organic layer washed with water and brine, dried over sodium sulfate, filtered, and concentrated in vacuo to provide 0.49 g of methyl 4-isopropoxy-1-benzofuran-2-carboxylate. Yield ˜100%; m.p. 43-45° C.; MS: 235.1 (M+H)+.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07420001B2uspto-grants-2008_09