反応 #1583872

反応方程式

LiCl

MeMgBr

diethyl ether

tert-butyl 3-oxopyrrolidine-1-carboxylate

NH4Cl

→

tert-butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate

収率 83.8%

溶媒

THF

THF

反応条件

後処理

1. 1
   その他To a 30 L reaction kettle
2. 2
   workup.WAITThe stirring was continued for half an hour
3. 3
   その他After the completion of reaction by HPLC detection
4. 4
   その他to quench off
5. 5
   その他the reaction
6. 6
   抽出The reaction was extracted with ethyl acetate
7. 7
   洗浄The organic phase was washed with a saturated aqueous NaCl solution
8. 8
   乾燥dried over anhydrous sodium sulfate
9. 9
   その他evaporated
10. 10
    その他to remove the solvent

実験手順

To a 30 L reaction kettle was added 4 L dry THF at −10° C. After stirring, to the mixture were added ZnCl2 (118 g, 0.86 mol) and LiCl (402 g, 9.5 mol). After half an 0.5 hour, to the resulting mixture was slowly added a solution of MeMgBr (3 mol/L) in diethyl ether (6.4 L, 19.2 mol) dropwisely. The stirring was continued for half an hour. To the resulting mixture was slowly added a solution of tert-butyl 3-oxopyrrolidine-1-carboxylate (1600 g, 8.6 mol) in THF dropwisely. After the completion of reaction by HPLC detection, to the system was dropwisely added a saturated NH4Cl solution to quench off the reaction. The reaction was extracted with ethyl acetate. The organic phase was washed with a saturated aqueous NaCl solution, dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce tert-butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate as a pale yellow solid (1450 g) in a yield of 83.8%.

出典