반응 #1150559

반응 방정식

4-(5-Iodo-pent-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester

N-methylallylamine

MeOH

→

4-[5-(Allyl-methyl-amino)-pent-1-ynyl]-piperidine-1-carboxylic acid 4-chloro-phenyl ester

수율 44.0%

반응 조건

후처리

1. 1
   기타partitioned between aqueous 1N NaOH /ether (3×)
2. 2
   건조the organic phases were dried (Na2SO4)
3. 3
   기타evaporated
4. 4
   기타Purification by flash-chromatography on silica gel (CH2Cl2/MeOH 19:1)

실험 절차

300 mg (corresponds to 0.7 mmol) of crude 4-(5-Iodo-pent-1-ynyl)-piperidine-1-carboxylic acid 4-chloro-phenyl ester in 5 ml MeOH was treated with 0.7 ml (6.95 mmol) of N-methylallylamine (at 0° C.). The reaction was stirred overnight at room temperature and partitioned between aqueous 1N NaOH /ether (3×), the organic phases were dried (Na2SO4) and evaporated. Purification by flash-chromatography on silica gel (CH2Cl2/MeOH 19:1) gave 116 mg (44% over two steps) of 4-[5-(Allyl-methyl-amino)-pent-1-ynyl]-piperidine-1-carboxylic acid 4-chloro-phenyl ester, MS: 375 (MH+, 1Cl).

출처