反応 #10289

反応方程式

ammonium formate

(4S,5S)-5-(4-tert-butylphenyl)-4-methyl-oxazolidin-2-one

→

title compound

(S)-2-(4-tert-Butylphenyl)-1-methylethylamine

溶媒

methanol

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度under reflux for 2 hrs
3. 3
   ろ過The mixture was filtered
4. 4
   濃縮the filtrate was concentrated under reduced pressure
5. 5
   その他The residue was partitioned between 10 mL 10% sodium carbonate and 25 mL ethyl acetate
6. 6
   乾燥The organic phase was dried (magnesium sulfate)
7. 7
   濃縮concentrated under reduced pressure

実験手順

A mixture of 1 g (4.3 mmole)(4S,5S)-5-(4-tert-butylphenyl)-4-methyl-oxazolidin-2-one p(see preparation 4, step 2), 2 g (31.74 mmole) ammonium formate and 0.1 g 10% palladium on carbon in 25 mL methanol was heated under reflux for 2 hrs. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was partitioned between 10 mL 10% sodium carbonate and 25 mL ethyl acetate. The organic phase was dried (magnesium sulfate) and concentrated under reduced pressure. The title compound was isolated as the hydrochloride salt from diethyl ether, 0.93 g (95%), m.p.259.5–261.3° C.

出典