Trifluoroacetic acid → 4-(4-Chlorophenyl)piperidine-4-carbonitrile

HRID 457080ノート

反応式

HRID 457080 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)([C:14]#[N:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([C:11]2([C:14]#[N:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 49760270tert-Butyl 4-(4-chlorophenyl)-4-cyanopiperidine-1-carboxylate

生成物 1

HCID 229935654-(4-Chlorophenyl)piperidine-4-carbonitrile収率 82%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a chilled solution of 4-(4-chloro-phenyl)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (315 mg, 1 mmol) in 5 ml dichloromethane was added 1 ml trifluoroacetic acid. The reaction was stirred at 0° C. for 3 hours, then concentrated under vacuum. The resulting oil was diluted with dichloromethane and washed twice with saturated aqueous sodium bicarbonate. The aqueous washings were extracted three times with dichloromethane. The combined organic layers were dried with magnesium sulfate and concentrated under vacuum to yield the title compound (180 mg, 82%).

後処理

  1. concentrationconcentrated under vacuum
  2. additionThe resulting oil was diluted with dichloromethane
  3. washwashed twice with saturated aqueous sodium bicarbonate
  4. extractionThe aqueous washings were extracted three times with dichloromethane
  5. dry with materialThe combined organic layers were dried with magnesium sulfate
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-0f3f3fcb8b4449609c330ba1037058d0
出典データセット
uspto-grants-2007_03
特許番号
US07186729B2

反応ノート

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