Formic Acid → Ethyl 1-methylpiperidine-4-carboxylate

HRID 37817

反応式

HRID 37817 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 11062856Ethyl 1-methylpiperidine-4-carboxylate収率 61%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f2ca1cc55a354d50b590eb5198221654
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

関連ノート

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