반응 #1150555

반응 방정식

4-(3-Methanesulfonyloxy-prop-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester

N-methylallylamine

methanol

NaOH

→

4-[3-(Allyl-methyl-amino)-prop 1 ynyl]-piperidine-1-carboxylic acid 4-chloro-phenyl ester

수율 70.0%

반응 조건

후처리

1. 1
   추출extracted with ether (3×)
2. 2
   건조The organic phase was dried with Na2SO4
3. 3
   여과filtered
4. 4
   기타evaporated
5. 5
   기타The residue was purified by flash column chromatography on silica gel (CH2Cl2/MeOH 19:1 to 9:1)

실험 절차

A solution of 320 mg (0.83 mmol) of 4-(3-Methanesulfonyloxy-prop-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester and 0.79 ml (8.3mmol) of N-methylallylamine in 7 ml of methanol was stirred over night at RT. Then an aqueous solution of 1N NaOH was added and extracted with ether (3×). The organic phase was dried with Na2SO4, filtered and evaporated. The residue was purified by flash column chromatography on silica gel (CH2Cl2/MeOH 19:1 to 9:1) to yield 201 mg (70%) of pure 4-[3-(Allyl-methyl-amino)-prop 1 ynyl]-piperidine-1-carboxylic acid 4-chloro-phenyl ester, MS: 347 (MH+, 1Cl).

출처