تفاعل #80274

ord-265411a67d4e43cd99880870f303237a

معادلة التفاعل

CCOC(=O)c1c(C)oc2ccc(Oc3nc(OC)cc(OC)n3)c(C(=O)O)c12
5-(4,6-dimethoxypyrimidin-2-yl)oxy-3-ethoxycarbonyl-2-methylbenzofuran-4-carboxylic acid
CC(C)(C)C(=O)OCCl
chloromethyl pivalate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)c1c(C)oc2ccc(Oc3nc(OC)cc(OC)n3)c(C(=O)OCOC(=O)C(C)(C)C)c12
desired compound
المردود 84.0%
CCOC(=O)c1c(C)oc2ccc(Oc3nc(OC)cc(OC)n3)c(C(=O)OCOC(=O)C(C)(C)C)c12
Pivaloyloxymethyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-ethoxycarbonyl-2-methylbenzofuran-4-carboxylate
المردود 84.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate
  2. 2
    غسيلThe organic layer was washed with water
  3. 3
    تجفيفdried over anhydrous sodium sulfate
  4. 4
    تركيزIt was concentrated under reduced pressure
  5. 5
    أخرىthe oily substance thereby obtained
  6. 6
    أخرىwas purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1)

الإجراء التجريبي

A mixture comprising 0.40 g of 5-(4,6-dimethoxypyrimidin-2-yl)oxy-3-ethoxycarbonyl-2-methylbenzofuran-4-carboxylic acid, 0.26 g of chloromethyl pivalate and 0.21 g of potassium carbonate in 20 ml of N,N-dimethylformamide, was stirred at room temperature for 6 hours, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. It was concentrated under reduced pressure, and the oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1) to obtain 0.43 g (yield: 84%) of the desired compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05616537uspto-grants-1997_04