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

HRID 1294202노트

반응식

HRID 1294202 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-392bca667be24daeab868be84f22b7a5
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238716B2

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