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Aluminium lithium hydride → 1-(3-Chlorophenyl)-2-methyl-3-(methylamino)propan-1-ol

HRID 426046
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HRID 426046 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=[O:21])[CH:9]([CH3:20])[CH2:10][N:11](C)[C:12](=O)OC(C)(C)C)[CH:5]=[CH:6][CH:7]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:21])[CH:9]([CH3:20])[CH2:10][NH:11][CH3:12])[CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 66704415Tert-butyl 3-(3-chlorophenyl)-2-methyl-3-oxopropyl(methyl)carbamate

생성물 1

HCID 667044021-(3-Chlorophenyl)-2-methyl-3-(methylamino)propan-1-ol수율 46.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

A solution of tert-butyl 3-(3-chlorophenyl)-2-methyl-3-oxopropyl(methyl)carbamate (2.8 g, 9.4 mmol) in THF (20 mL) was added slowly to a suspension of LAH (537 mg, 14.1 mmol) in THF (10 mL). The mixture was then stirred at 50° C. for 4 h. The mixture was cooled to 0° C. and 4 g of ice was added into the reaction. The mixture was stirred for 30 min at room temperature, diluted with ethyl acetate, dried over Na2SO4, filtered and concentrated to give the crude product. The residue was purified by chromatography to obtain pure 1-(3-chlorophenyl)-2-methyl-3-(methylamino)propan-1-ol (930 mg, 32%).

후처리

  1. temperatureThe mixture was cooled to 0° C.
  2. stirringThe mixture was stirred for 30 min at room temperature
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give the crude product
  7. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-9f6db4e1eb5d4053baca56e27ff40079
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08106221B2

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