Sulfuric Acid → 6-(22-Hydroxydocosyl)-2,3-dimethoxy-5-methylphenol

HRID 637885ノート

反応式

HRID 637885 の反応式
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[CH:5]=[C:4]([CH3:12])[C:3]=1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34](OC)=[O:35].[H-].[Al+3].[Li+].[H-].[H-].[H-].S(=O)(=O)(O)O>O1CCCC1>[OH:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:3]1[C:2]([OH:1])=[C:7]([O:8][CH3:9])[C:6]([O:10][CH3:11])=[CH:5][C:4]=1[CH3:12]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 12824096HCID 12824096、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 128241256-(22-Hydroxydocosyl)-2,3-dimethoxy-5-methylphenol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoate (3 g) in tetrahydrofuran (30 ml) is added lithium aluminum hydride and the mixture is stirred at room temperature for 1 hour. Under ice-cooling, 10% aqueous solution of sulfuric acid is added to the reaction mixture. The mixture is subjected to extraction with ether. The extract is washed with water and dried. The solvent is distilled off under reduced pressure, whereby 6-(22-hydroxydocosyl)-2,3-dimethoxy-5-methylphenol is obtained as colorless needles. m.p. 78° C.-81° C.

後処理

  1. temperatureUnder ice-cooling
  2. extractionThe mixture is subjected to extraction with ether
  3. washThe extract is washed with water
  4. customdried
  5. distillationThe solvent is distilled off under reduced pressure

出典と根拠

ORDレコード
ord-91b74e34e9134ad19d30f0b636f29b2d
出典データセット
uspto-grants-1985_12
特許番号
US04559177

反応ノート

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