反応 #80274

ord-265411a67d4e43cd99880870f303237a

反応方程式

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
収率 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
収率 84.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with ethyl acetate
  2. 2
    洗浄The organic layer was washed with water
  3. 3
    乾燥dried over anhydrous sodium sulfate
  4. 4
    濃縮It was concentrated under reduced pressure
  5. 5
    その他the oily substance thereby obtained
  6. 6
    その他was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1)

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05616537uspto-grants-1997_04