Triphenylphosphine → Tert-butyl 4-cyanopiperidine-1-carboxylate

HRID 412582ノート

反応式

HRID 412582 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[NH2:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(Cl)(Cl)(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[N:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 11776TriphenylphosphineHCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamide

生成物 1

HCID 1514443Tert-butyl 4-cyanopiperidine-1-carboxylate収率 67.9%

試薬・触媒・溶媒 2

HCID 5943Carbon Tetrachloride溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-carbamoylpiperidine-1-carboxylic acid tert-butyl ester (5.6 g) in a mixture of tetrahydrofuran (110 ml) and carbon tetrachloride (90 ml) was added triphenylphosphine (24.4 g), and the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was filtrated and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) and dried under reduced pressure to give the title compound (3.5 g).

後処理

  1. temperatureunder reflux for 1.5 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtrated
  4. customthe solvent was evaporated
  5. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-b0eeebc1b0674525b0cabf437781de79
出典データセット
uspto-grants-2003_05
特許番号
US06562828B1

反応ノート

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