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

HRID 349981ノート

反応式

HRID 349981 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-5e77edf7409d4ba7abf56b57a06a2d48
出典データセット
uspto-grants-2007_02
特許番号
US07179823B1

反応ノート

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