4-Methylmorpholine → 1H-Inden-2-amine, 5-bromo-2,3-dihydro-, (2R)-

Temperature

60 °C

25 g of 5-bromo-indan-2-ylamine hydrobromide (85.32 mmol) and 9.85 ml of 4-methylmorpholin (89.59 mmol) were dissolved in 53 ml of methanol. The mixture was heated to 60° C. and a solution of 25.77 g of (1S)-(+)-campher-10-sulfonic acid (110.92 mmol) in 42 ml of methanol added within 25 minutes. The reaction mixture was stirred for 10 minutes at 60° C. and then allowed to cool down to room temperature over a 2 h time period, with stirring continuing for another 2 h. The precipitate was filtered, washed twice with 20 ml of ethyl acetate/methanol (2:1) and 20 ml of water, and finally dried at 50° C. under vacuo for 15 h to give 13.3 g of the salt.

1. temperatureto cool down to room temperature over a 2 h time period
2. stirringwith stirring
3. waitcontinuing for another 2 h
4. filtrationThe precipitate was filtered
5. washwashed twice with 20 ml of ethyl acetate/methanol (2:1) and 20 ml of water
6. customfinally dried at 50° C. under vacuo for 15 h

ORD record

ord-f84b02992312456cbf46c72a72929f63

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07759397B2