Water → 2,2-Dimethylpropyl [2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl)acetate

HRID 1200191ノート

反応式

HRID 1200191 の反応式
[C:1]1([C:7]2[O:8][C:9]3[C:17]([CH2:18][C:19]([OH:21])=[O:20])=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](=[O:13])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.[CH3:34][C:35]([CH3:39])([CH3:38])[CH2:36]O.O>CN(C)C=O>[C:1]1([C:7]2[O:8][C:9]3[C:17]([CH2:18][C:19]([O:21][CH2:34][C:35]([CH3:39])([CH3:38])[CH3:36])=[O:20])=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](=[O:13])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

参加物

6

反応物 4

HCID 962WaterHCID 6404Neopentyl alcoholHCID 682631,1'-CarbonyldiimidazoleHCID 14650449HCID 14650449、化合物

生成物 1

HCID 146504632,2-Dimethylpropyl [2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl)acetate収率 23%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

[2-(1-Cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetic acid (2.84 g) was dissolved in dimethylformamide (30 ml) and carbodiimidazole (1.78 g) was added to the solution. After stirring at room temperature for 2 hours, 2,2-dimethyl-propanol (0.88 g) was added. After stirring at 60° C. for 4 hours, water was added and the mixture was extracted with ethyl acetate. The extracted layer was washed with water, dried and concentrated. The residue was purified by silica gel column chromatography to obtain the title compound (0.82 g), yield 23%, m.p. 138°-139° C. (recrystallized from hexane-ethyl acetate).

後処理

  1. stirringAfter stirring at 60° C. for 4 hours
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extracted layer was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography
  7. customto obtain
  8. customthe title compound (0.82 g), yield 23%, m.p. 138°-139° C. (recrystallized from hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-c615cf7999374561b39b79dc8b30d5df
出典データセット
uspto-grants-1990_02
特許番号
US04904690

反応ノート

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