Potassium Carbonate → tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate

HRID 470616노트

반응식

HRID 470616 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].C(OP([CH2:29][C:30]#[N:31])(=O)OCC)C>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=[CH:29][C:30]#[N:31])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 75676Diethyl (cyanomethyl)phosphonateHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate2회

생성물 1

HCID 15326949tert-Butyl 4-(cyanomethylidene)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (compound of Example 13; 13.5 g, 67 mmol), anhydrous potassium carbonate (11.22 g, 81 mmol) and cyanomethyl phosphonic acid diethylester (15.6 g, 88 mmol) in THF (70 mL) was heated at reflux for 12 h. THF was evaporated and the residue was dissolved in chloroform (2×50 mL). The resulting solution was washed with water (2×50 mL) and brine (50 mL). The organic phase obtained was dried over anhydrous sodium sulphate and concentrated to afford the title compound.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 12 h
  3. customTHF was evaporated
  4. dissolutionthe residue was dissolved in chloroform (2×50 mL)
  5. washThe resulting solution was washed with water (2×50 mL) and brine (50 mL)
  6. customThe organic phase obtained
  7. dry with materialwas dried over anhydrous sodium sulphate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-395f0cda274f486ebad312f96e2a7d81
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629277B2

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