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

HRID 604312노트

반응식

HRID 604312 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 100119032-(Piperidin-4-yl)acetonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e35b087a342a4f1c8d6406b136ff8b5f
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910588B2

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