Methanol → Methyl 1-Methyl-4-piperidinecarboxylate

HRID 845222

반응식

HRID 845222 반응식
Cl.[CH3:2][N:3]1[CH2:11][CH2:10][CH:6]([C:7]([OH:9])=[O:8])[CH2:5][CH2:4]1.[CH3:12]O.S(Cl)(Cl)=O>>[CH3:2][N:3]1[CH2:11][CH2:10][CH:6]([C:7]([O:9][CH3:12])=[O:8])[CH2:5][CH2:4]1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27600434-Piperidinecarboxylic acid, 1-methyl-, hydrochloride (1:1)

생성물 1

HCID 3616844Methyl 1-Methyl-4-piperidinecarboxylate수율 87%

실험 절차

To a stirred solution of 1-methylisonipecotic acid hydrochloride (178.64 g, 1 mol) in 350 mL of methanol (8 equivalents) was added, dropwise with stirring and cooling (ice-salt bath) to -10° C., 112.8 mL (1.55 equivalents) of thionyl chloride. After completion of the addition (1 hour), the ice-salt bath was removed and the temperature allowed to rise to 40° C. and held at this point for 2 hours. The solution was brought to about pH 8 with sodium carbonate and extracted with methylene chloride. The methylene chloride solution was dried and evaporated to give 136.88 g (87%) of methyl 1-methylpiperidine-4-carboxylate as a clear liquid. The IR spectrum confirmed that the product was the methyl ester.

후처리

  1. additionAfter completion of the addition (1 hour)
  2. customthe ice-salt bath was removed
  3. customto rise to 40° C.
  4. extractionextracted with methylene chloride
  5. dry with materialThe methylene chloride solution was dried
  6. customevaporated

출처 및 근거

ORD 기록
ord-1284193860804e0ca0296433d06baa08
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04757079

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