Trifluoroacetic acid → 2-(Piperidin-4-yl)acetonitrile

HRID 604312ノート

反応式

HRID 604312 の反応式
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][C:22]#[N:23])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[NH:15]1[CH2:20][CH2:19][CH:18]([CH2:21][C:22]#[N:23])[CH2:17][CH2:16]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 22248390tert-Butyl 4-(cyanomethyl)piperidine-1-carboxylate

生成物 1

HCID 100119032-(Piperidin-4-yl)acetonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Add trifluoroacetic acid (23 mL, 34.7 g, 304 mmol) to 4-cyanomethylpiperidine-1-carboxylic acid t-butyl ester (5.43 g, 24.21 mmol) in DCM (25 mL) and stir at room temperature for 18 hr. Remove the solvent in vacuo and dissolve in methanol (50 mL) and pour onto an SCX-2 column. Elute with 2 M ammonia in methanol and evaporate the eluent to give piperidin-4-ylacetonitrile as an oil which solidifies on standing (2.78 g, 92%). MS (m/z): 125.1 (M+1).

後処理

  1. customRemove the solvent in vacuo
  2. dissolutiondissolve in methanol (50 mL)
  3. additionpour onto an SCX-2 column
  4. washElute with 2 M ammonia in methanol
  5. customevaporate the eluent

出典と根拠

ORDレコード
ord-e35b087a342a4f1c8d6406b136ff8b5f
出典データセット
uspto-grants-2011_03
特許番号
US07910588B2

反応ノート

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