Solketal → 2,2-Dimethyl-1,3-dioxolan-4-ylmethyl [2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetate

HRID 1200192ノート

反応式

HRID 1200192 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.[CH3:22][C:23]1([CH3:30])[O:27][CH:26]([CH2:28]O)[CH2:25][O:24]1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:1]1([C:7]2[O:8][C:9]3[C:17]([CH2:18][C:19]([O:21][CH2:28][CH:26]4[CH2:25][O:24][C:23]([CH3:30])([CH3:22])[O:27]4)=[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

5

反応物 3

HCID 7528SolketalHCID 10868DicyclohexylcarbodiimideHCID 14650449HCID 14650449、化合物

生成物 1

HCID 536602762,2-Dimethyl-1,3-dioxolan-4-ylmethyl [2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetate収率 67%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

[2-(1-Cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetic acid (2.84 g), 2,2-dimethyl-1,3-dioxolan-4-methanol (3.96 g) and dicyclohexylcarbodiimide (2.28 g) were added to dichloromethane (30 ml) with ice cooling and then the mixture was stirred at room temperature for 18 hours. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (2.65 g), yield 67%, m.p. 104°-105° C. (recrystallized from ethyl acetate).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography
  3. customto obtain
  4. customthe title compound (2.65 g), yield 67%, m.p. 104°-105° C. (recrystallized from ethyl acetate)

出典と根拠

ORDレコード
ord-313761d85bee4237925d88cd454d8320
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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