反応 #73564

反応方程式

(2S,3R)-3-amino-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octane

Ethanol

di-p-toluoyl-D-tartaric acid

→

(2S,3R)-3-amino-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octane di-p-toluoyl-D-tartrate salt

収率 58.1%

溶媒

ethanol water

反応条件

後処理

1. 1
   その他equipped with a mechanical stirrer, condenser
2. 2
   温度The reaction mixture was heated
3. 3
   温度at gentle reflux for a minimum of 1 h
4. 4
   温度was cooled to between 15° C. and 30° C
5. 5
   ろ過The resulting suspension was filtered
6. 6
   洗浄the filter cake was washed with ethanol (5.76 L)
7. 7
   その他The filter cake was transferred to a clean 100 L glass reaction flask
8. 8
   その他equipped with a mechanical stirrer
9. 9
   温度the resulting slurry was heated
10. 10
    温度at gentle reflux for a minimum of 1 h
11. 11
    workup.STIRRINGThe reaction mixture was then stirred for a minimum of 12 h
12. 12
    温度while cooling to between 15° C. and 30° C
13. 13
    ろ過The mixture was filtered
14. 14
    洗浄the filter cake was washed with ethanol (5.76 L)
15. 15
    その他The product was collected
16. 16
    その他dried under vacuum at 50° C.±5° C. for a minimum of 12 h

実験手順

The (2S,3R)-3-amino-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octane was transferred to a clean 100 L reaction flask equipped with a mechanical stirrer, condenser, and temperature probe under an inert atmosphere. Ethanol (38.4 L) and di-p-toluoyl-D-tartaric acid (3.58 kg, 9.27 mol) were added. The reaction mixture was heated at gentle reflux for a minimum of 1 h. The reaction mixture was then stirred for a minimum of 12 h while it was cooled to between 15° C. and 30° C. The resulting suspension was filtered, and the filter cake was washed with ethanol (5.76 L). The filter cake was transferred to a clean 100 L glass reaction flask equipped with a mechanical stirrer, temperature probe, and condenser under an inert atmosphere. A 9:1 ethanol/water solution (30.7 L) was added, and the resulting slurry was heated at gentle reflux for a minimum of 1 h. The reaction mixture was then stirred for a minimum of 12 h while cooling to between 15° C. and 30° C. The mixture was filtered and the filter cake was washed with ethanol (5.76 L). The product was collected and dried under vacuum at 50° C.±5° C. for a minimum of 12 h to give 5.63 kg (58.1% yield) of (2S,3R)-3-amino-2-((3-pyridinyl)methyl)-1-azabicyclo[2.2.2]octane di-p-toluoyl-D-tartrate salt.

出典