1-Phenylcyclohexanecarbonitrile → Cyclohexanemethylamine, 1-phenyl-

HRID 1270438ノート

反応式

HRID 1270438 の反応式
[C:1]1([C:7]2([C:13]#[N:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[C:1]1([C:7]2([CH2:13][NH2:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

3

反応物 2

HCID 751481-PhenylcyclohexanecarbonitrileHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 205110Cyclohexanemethylamine, 1-phenyl-

実験手順

A solution of 1-phenyl-cyclohexanecarbonitrile (11.0 g; 59 mmol) in tetrahydrifuran (100 mL) was cooled to 0° C. and treated with lithium aluminum hydride (11 g, 289 mmol) in several portions over the course of 0.5 h. When the addition of lithium aluminum hydride was complete the cooling bath was removed and the reaction mixture was allowed to stir at room temperature for 12 h. The reaction mixture was cooled back to 0° C. and carefully quenched by dropwise addition of 2 N NaOH (approximately 20 mL), diluted with ethyl ether, filtered through a celite plug and dried (magnesium sulfate). C-(1-Phenyl-cyclohexyl)-methylamine was obtained as a colorless oil which was used without further purification. LCMS m/z=190.2 (M+H)+

後処理

  1. customwas removed
  2. temperatureThe reaction mixture was cooled back to 0° C.
  3. customcarefully quenched by dropwise addition of 2 N NaOH (approximately 20 mL)
  4. additiondiluted with ethyl ether
  5. filtrationfiltered through a celite plug
  6. dry with materialdried (magnesium sulfate)

出典と根拠

ORDレコード
ord-04ae1f56b9f14d6c9f22dcbc21b4f72c
出典データセット
uspto-grants-2007_04
特許番号
US07202253B2

反応ノート

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