Methanol → Phenyl beta-D-galactopyranoside

HRID 1250759노트

반응식

HRID 1250759 반응식
CC([O:4][CH2:5][C@H:6]1[O:11][C@@H:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C@H:9]([O:19]C(C)=O)[C@@H:8]([O:23]C(C)=O)[C@H:7]1[O:27]C(C)=O)=O.CO.C[O-].[Na+]>C(O)(=O)C>[CH:16]1[CH:15]=[CH:14][C:13]([O:12][C@@H:10]2[O:11][C@H:6]([CH2:5][OH:4])[C@H:7]([OH:27])[C@H:8]([OH:23])[C@H:9]2[OH:19])=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 102346Phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosideHCID 10942334Sodium Methoxide

생성물 1

HCID 102336Phenyl beta-D-galactopyranoside수율 77%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To phenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (21.2 g) were added methanol (120 ml) and 28% sodium methylate (0.28 ml) and the mixture was refluxed with stirring for 5 hours. After the reaction solution was cooled, acetic acid (0.1 ml) was added and the mixture was stirred for 30 minutes. Concentration of the reaction solution and crystallization with ethanol (180 ml) gave 9.8 g (yield 77%) of phenyl-β-D-galactopyranoside. Melting point: 154.5° C.

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureAfter the reaction solution was cooled
  3. stirringthe mixture was stirred for 30 minutes
  4. customConcentration of the reaction solution and crystallization with ethanol (180 ml)

출처 및 근거

ORD 기록
ord-f26a427a205947ca8efaa64c8cab0541
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06339162B1

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