تفاعل #46374

معادلة التفاعل

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

Benzoyl chloride

sodium thiocyanate

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title product

المردود 76.4%

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

المردود 76.4%

المذيبات

acetone

acetone

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONWhen the addition
2. 2
   درجة الحرارةwas refluxed for 15 minutes
3. 3
   درجة الحرارةThe mixture was refluxed for 2 hours
4. 4
   درجة الحرارةcooled to room temperature
5. 5
   أخرىsolvent removed at reduced pressure
6. 6
   أخرىchromatographed (silica gel, 0-10% (9:1 methanol/ammonia) in dichloromethane eluant)

الإجراء التجريبي

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).

المصدر