Aluminium lithium hydride → (2-(4-Methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazol-4-yl)methanol

HRID 1474010ノート

反応式

HRID 1474010 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[O:10][CH:11]=[C:12]([C:14](OCC)=[O:15])[N:13]=2)=[CH:4][C:3]=1[O:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[O:10][CH:11]=[C:12]([CH2:14][OH:15])[N:13]=2)=[CH:4][C:3]=1[O:19][CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23]

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 68490366Ethyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylate

生成物 1

HCID 86645049(2-(4-Methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazol-4-yl)methanol収率 34.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of the compound ethyl 2-(4-methyl-3-(3-methylbut-2-enyloxy)phenylamino)oxazole-4-carboxylate (42 mg, 0.13 mmol) in anhydro THF (1 mL) was added to a suspension of LiAlH4 (10 mg, 0.25 mmol) in dry THF (1 mL) cooled at 0° C. under nitrogen atmosphere. After 2 h, the reaction mixture was quenched with H2O, filtrated, dried over MgSO4 and concentrated. The title compound was purified by flash chromatography on silica gel (hexane:EtOAc 1/1) to afford the product (13 mg, 34% yield).

後処理

  1. customthe reaction mixture was quenched with H2O
  2. filtrationfiltrated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe title compound was purified by flash chromatography on silica gel (hexane:EtOAc 1/1)

出典と根拠

ORDレコード
ord-be2b52f770e64ee2a0aab3d2beb22601
出典データセット
uspto-grants-2015_04
特許番号
US09018209B2

反応ノート

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