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

HRID 1200192노트

반응식

HRID 1200192 반응식
[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

참가 물질

5

반응물 3

HCID 7528SolketalHCID 10868DicyclohexylcarbodiimideHCID 14650449HCID 14650449, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

[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).

후처리

  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)

출처 및 근거

ORD 기록
ord-313761d85bee4237925d88cd454d8320
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904690

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