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

HRID 349981

반응식

HRID 349981 반응식
[BH4-].[Na+].[CH3:3][C:4]1[O:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:6][C:5]=1[CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][N:18]=1.CO.O>O1CCCC1>[CH3:3][C:4]1[O:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:6][C:5]=1[CH2:15][O:16][C:17]1[N:18]=[CH:19][C:20]([CH2:21][OH:22])=[CH:23][CH:24]=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

Sodium borohydride (835 mg) was added gradually to a solution of 6-(5-methyl-2-phenyl-4-oxazolylmethoxy)nicotinaldehyde (13.0 g) in tetrahydrofuran (150 ml)-methanol (10 ml) at 0° C. After stirring for 30 minutes, water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated to obtain crystals of 6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethanol. This was recrystallized from acetone-isopropyl ether to obtain colorless prism crystals (12.4 g, yield 95%). Melting point: 121–122° C.

후처리

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5e77edf7409d4ba7abf56b57a06a2d48
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179823B1

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