反応 #81111

反応方程式

tert-Leucine

thionyl chloride

methanol

thionyl chloride

→

title compound

収率 92.0%

L-tert-Leucine Methyl ester Hydrochloride

収率 92.0%

反応条件

後処理

1. 1
   温度The reaction mixture was warmed at 50° C. for 5 hours
2. 2
   温度re-cooled to -20° C.
3. 3
   温度The reaction mixture was heated an additional 2.5 hours at 50° C.
4. 4
   濃縮concentrated under reduced pressure
5. 5
   その他to afford an amorphous solid
6. 6
   その他The solid was triturated with ether

実験手順

To anhydrous methanol (15 mL) at -20° C. under nitrogen was added thionyl chloride (4 mL) dropwise. The solution was allowed to warm to room temperature and then tert-Leucine (4.00 g) was added. The reaction mixture was warmed at 50° C. for 5 hours, re-cooled to -20° C. and then additional thionyl chloride (3 mL) was added dropwise. The reaction mixture was heated an additional 2.5 hours at 50° C. and then concentrated under reduced pressure and chased twice with methanol (15 mL) to afford an amorphous solid. The solid was triturated with ether to afford the title compound in 92% yield. The 300 MHz 1H NMR spectrum was found to be consistent with the proposed structure. MS (DCI/NH3) m/e 146 (M+H)+.

出典