Reaction #607491

Reaction equation

HCl

137l

methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate

LiOH

→

7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylic acid

Yield 91.0%

Solvents

THF H2O

Conditions

Workup

1. 1
   OtherUpon reaction completion
2. 2
   Concentrationconcentrated
3. 3
   Otherto remove THF
4. 4
   FiltrationThe resulting white solid was collected by filtration
5. 5
   Washwashed with cold water

Procedure

To a solution of 137l (crude, 35.4 mmol) in THF/H2O (100 mL/100 mL) was added LiOH (4.26 g, 177 mmol). See FIG. 2. The mixture was stirred at 50° C. for 1 h. Upon reaction completion, the mixture was acidified with HCl (1N) until pH<6 and concentrated to remove THF. The resulting white solid was collected by filtration and washed with cold water to give 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylic acid 137m (8 g, 91%).

Source