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

HRID 1474010노트

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HRID 1474010 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-be2b52f770e64ee2a0aab3d2beb22601
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018209B2

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