تفاعل #1821751

معادلة التفاعل

water

NaOH

water

Lithium aluminum hydride

4-amino-1-methylpiperidine-4-carboxylic acid

→

4-Amino-4-hydroxymethyl-1-methylpiperidine

المردود 98.9%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder reflux for 15 minutes
2. 2
   workup.ADDITIONAfter the addition
3. 3
   درجة الحرارةthe reaction mixture was heated
4. 4
   درجة الحرارةunder reflux for four hours
5. 5
   ترشيحThe reaction mixture was filtered
6. 6
   استخلاصthe precipitate was extracted with boiling THF (3 ×150 ml.)
7. 7
   أخرىthe solvent removed at 25 mm
8. 8
   أخرىto give a yellow viscous oil (28.0 g., 98.9% yield)

الإجراء التجريبي

Lithium aluminum hydride powder (15.62 g., 0.412 mole) in dry tetrahydrofuran (THF) (600 ml.) was heated under reflux for 15 minutes, after which 4-amino-1-methylpiperidine-4-carboxylic acid (31.0 g., 0.196 mole) in the form of a dry powder was added portionwise under nitrogen, with efficient stirring. After the addition was completed, the reaction mixture was heated under reflux for four hours, cooled to 0° C. under nitrogen with efficient stirring, worked up by careful slow addition of water (20 ml.), 15% aqueous NaOH (20 ml.) and again water (10 ml.). The reaction mixture was filtered and the precipitate was extracted with boiling THF (3 ×150 ml.). The THF liltrate and the extracts were combined and the solvent removed at 25 mm to give a yellow viscous oil (28.0 g., 98.9% yield).

المصدر