Formic Acid → Ethyl 1-methylpiperidine-4-carboxylate

HRID 37817

반응식

HRID 37817 반응식
[NH:1]1[CH2:11][CH2:10][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:3][CH2:2]1.[CH:12](O)=O.C=O.C(=O)(O)[O-].[Na+]>ClCCl>[CH2:8]([O:7][C:5]([CH:4]1[CH2:3][CH2:2][N:1]([CH3:12])[CH2:11][CH2:10]1)=[O:6])[CH3:9]

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 70770Ethyl 4-piperidinecarboxylateHCID 516892Sodium Bicarbonate

생성물 1

HCID 11062856Ethyl 1-methylpiperidine-4-carboxylate수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Ethyl isonipecotate (3.0 g, 19.1 mmol) was added to a mixture of 90% formic acid (10 mL) and 30% aqueous formaldehyde (10 mL, 100 mmol) then the mixture was heated at reflux for 24 h. After cooling, the mixture was concentrated in vacuo to give an oil which was dissolved in dichloromethane. Solid sodium bicarbonate (1 g) was added and the mixture stirred for 1 h then filtered. The filtrate was concentrated in vacuo to afford 1-methyl-piperidine-4-carboxylic acid ethyl ester (2.0 g, 61%) as a liquid, which was used as such for the next step.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 24 h
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated in vacuo
  5. customto give an oil which
  6. filtrationthen filtered
  7. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-f2ca1cc55a354d50b590eb5198221654
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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