Borane;tetrahydrofuran → 3-(Aminomethyl)-3-(3,4-dichlorophenyl)cyclopentanol

HRID 333274노트

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HRID 333274 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:14]#[N:15])[CH2:13][CH:12]=[CH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].B.C1C[O:20]CC1>>[NH2:15][CH2:14][C:9]1([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[CH2:13][CH2:12][CH:11]([OH:20])[CH2:10]1

참가 물질

3

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 589548471-(3,4-Dichlorophenyl)cyclopent-3-enecarbonitrile

생성물 1

HCID 589548223-(Aminomethyl)-3-(3,4-dichlorophenyl)cyclopentanol

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온도
65 °C

실험 절차

A mixture of 1-(3,4-dichlorophenyl)cyclopent-3-enecarbonitrile (119 mg, 0.500 mmol) and borane-THF (2 mL, 1M in THF, 2 eq) was heated at 65° C. for 2 hours. The reaction was cautiously quenched with ethanol (0.5 mL), sodium hydroxide (lmL, 5M aqueous) and stirred for two hours. It was then extracted with MTBE and evaporated. The residue was purified by HPLC to give cis 167 and trans 167.

후처리

  1. customThe reaction was cautiously quenched with ethanol (0.5 mL), sodium hydroxide (lmL, 5M aqueous)
  2. extractionIt was then extracted with MTBE
  3. customevaporated
  4. customThe residue was purified by HPLC
  5. customto give cis 167 and trans 167

출처 및 근거

ORD 기록
ord-17bc6d0b8be940b5929380b98b39df36
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877975B2

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