反应 #607491

ord-f46af9ee2601478cb24b9231d5dfd6c4

反应方程式

Cl
HCl
COC(=O)c1c2c(n3c1CC(C)(C)C3)CCNC2=O
137l
COC(=O)c1c2c(n3c1CC(C)(C)C3)CCNC2=O
methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate
[Li+].[OH-]
LiOH
CC1(C)Cc2c(C(=O)O)c3c(n2C1)CCNC3=O
7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylic acid
收率 91.0%

溶剂

反应条件

温度
50°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Upon reaction completion
  2. 2
    浓缩concentrated
  3. 3
    其他to remove THF
  4. 4
    过滤The resulting white solid was collected by filtration
  5. 5
    洗涤washed with cold water

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09326985B2uspto-grants-2016_05