반응 #46374

반응 방정식

(RS) 2-aminomethyl-piperidine-1-carboxylic acid tert butyl ester

Benzoyl chloride

sodium thiocyanate

→

title product

수율 76.4%

2-Thioureidomethyl-piperidine-1-carboxylic acid tert butyl ester

수율 76.4%

용매

acetone

acetone

반응 조건

후처리

1. 1
   workup.ADDITIONWhen the addition
2. 2
   온도was refluxed for 15 minutes
3. 3
   온도The mixture was refluxed for 2 hours
4. 4
   온도cooled to room temperature
5. 5
   기타solvent removed at reduced pressure
6. 6
   기타chromatographed (silica gel, 0-10% (9:1 methanol/ammonia) in dichloromethane eluant)

실험 절차

Benzoyl chloride (1.2 ml) was added dropwise to sodium thiocyanate (0.90 g) in acetone (50 ml). When the addition was complete the mixture was refluxed for 15 minutes, cooled to room temperature and (RS) 2-aminomethyl-piperidine-1-carboxylic acid tert butyl ester (2.0 g) in acetone (5 ml) added. The mixture was refluxed for 2 hours, cooled to room temperature and solvent removed at reduced pressure. The residue was column chromatographed (silica gel, 0-10% (9:1 methanol/ammonia) in dichloromethane eluant) to give the title product (1.95 g).

출처