Methanol → 2-(5-Methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanol

HRID 1294115노트

반응식

HRID 1294115 반응식
[CH3:1][C:2]1[O: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:20]=[CH:19][C:18]([CH:21]=[O:22])=[CH:17][N:16]=1.CO.[BH4-].[Na+].O>O1CCCC1>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][OH:22])=[CH:17][N:16]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 185461556-(5-Methyl-2-phenyl-4-oxazolylmethoxy)nicotinaldehyde

생성물 1

HCID 178328032-(5-Methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-carbaldehyde (13.0 g) in tetrahydrofuran (150 ml)-methanol (10 ml) was gradually added sodium borohydride (835 mg) at 0° C. After stirring for 30 min., water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated to give crystals of 2-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanol. Recrystallization from acetone-isopropyl ether gave colorless prism crystals (12.4 g, yield 95%). melting point: 121-122° C.

후처리

  1. customat 0° C
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9c7d0e93be154c6abdad9a0afe0188dc
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238716B2

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