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Borane;tetrahydrofuran → 2-(2-Chlorophenyl)propan-1-amine

HRID 1853907
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HRID 1853907 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH3:11])[C:9]#[N:10].B.C1COCC1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([CH3:11])[CH2:9][NH2:10]
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참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 126365722-(2-Chlorophenyl)propanenitrile

생성물 1

HCID 132903012-(2-Chlorophenyl)propan-1-amine수율 97%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 2-(2-chlorophenyl)propanenitrile (14 g, 84.8 mmol) in toluene at 0° C. was added BH3.THF (127, 255 mmol) and the reaction was warmed to room temperature and heated at reflux for 4 h. The reaction mixture was cooled; quenched with water, concentrated and the residue was purified by column chromatography (silica, ethyl acetate/hexanes gradient) to obtain the desired product (13.9 g, 97%) as a reddish oil: ESI MS m/z 170 [C9H12ClN+H]+.

후처리

  1. temperatureheated
  2. temperatureat reflux for 4 h
  3. temperatureThe reaction mixture was cooled
  4. customquenched with water
  5. concentrationconcentrated
  6. customthe residue was purified by column chromatography (silica, ethyl acetate/hexanes gradient)

출처 및 근거

ORD 기록
ord-439f7682f6ea4dbca591036cc30e14c7
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962648B2

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