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

HRID 333274ノート

反応式

HRID 333274 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-17bc6d0b8be940b5929380b98b39df36
出典データセット
uspto-grants-2014_11
特許番号
US08877975B2

反応ノート

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