Methanol → Phenyl beta-D-galactopyranoside

HRID 1250759ノート

反応式

HRID 1250759 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 102336Phenyl beta-D-galactopyranoside収率 77%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f26a427a205947ca8efaa64c8cab0541
出典データセット
uspto-grants-2002_01
特許番号
US06339162B1

反応ノート

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