Ethanol → 6-(5-Methyl-2-phenyl-4-thiazolylmethoxy)-3-pyridylmethanol

HRID 1294202ノート

反応式

HRID 1294202 の反応式
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][N:16]=1.O1CCCC1.C(O)C.[BH4-].[Na+]>O>[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[N:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:21][CH:22]=1

参加物

6

反応物 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 229307406-[(5-Methyl-2-phenyl-4-thiazolyl)methoxy]nicotinaldehyde

生成物 1

HCID 229306846-(5-Methyl-2-phenyl-4-thiazolylmethoxy)-3-pyridylmethanol収率 97%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 6-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]nicotinaldehyde (4.20 g), tetrahydrofuran (50 ml) and ethanol (50 mL) was added sodium borohydride (0.51 g) at room temperature and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give crystals (4.10 g, 97%) of [6-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]-3-pyridyl]methanol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 70-71° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-392bca667be24daeab868be84f22b7a5
出典データセット
uspto-grants-2007_07
特許番号
US07238716B2

反応ノート

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