Water → 7-beta-Galactosylcoumarin-3-carboxylic acid

HRID 1995467

반응식

HRID 1995467 반응식
[OH-].[K+].O.[C@@H:4]1([C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[C:20]([C:26]([O:28]CC)=[O:27])[C:21](=[O:25])[O:22]3)=[CH:17][CH:16]=2)[O:12][C@H:11]([CH2:13][OH:14])[C@H:9]([OH:10])[C@H:7]([OH:8])[C@H:5]1[OH:6]>CO>[C@@H:4]1([C:15]2[CH:24]=[C:23]3[C:18]([CH:19]=[C:20]([C:26]([OH:28])=[O:27])[C:21](=[O:25])[O:22]3)=[CH:17][CH:16]=2)[O:12][C@H:11]([CH2:13][OH:14])[C@H:9]([OH:10])[C@H:7]([OH:8])[C@H:5]1[OH:6]

참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22809745Ethyl 7-beta-galactosylcoumarin-3-carboxylate

생성물 1

HCID 228097447-beta-Galactosylcoumarin-3-carboxylic acid수율 97.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

A mixture of 24 g of potassium hydroxide, 80 ml of water, 240 ml of methanol, and 20 g (0.035 mol) of ethyl 7-β-galactosylcoumarin-3-carboxylate [Burd et al, Clin. Chem 23:1402(1977)] was stirred at 50° C. for 15 hours. When cool, the methanol was removed under reduced pressure. The concentrated aqueous solution was acidified to pH 2.0 with concentrated hydrochloric acid. The white precipitate was collected, washed with cold water, and recrystallized from hot water. The crystals were collected, washed with acetone, and dried at 80° C. for 1 hour. This gave 12 g (54% yield) of 7-β-galactosylcoumarin-3-carboxylic acid as white crystals, mp 250°-255° C.

후처리

  1. temperatureWhen cool
  2. customthe methanol was removed under reduced pressure
  3. customThe white precipitate was collected
  4. washwashed with cold water
  5. customrecrystallized from hot water
  6. customThe crystals were collected
  7. washwashed with acetone
  8. customdried at 80° C. for 1 hour

출처 및 근거

ORD 기록
ord-e561fce07bc74bbfb327a8cd8ab04284
출처 데이터셋
uspto-grants-1983_09
특허 번호
US04404366

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