Water → 2-(1,2,3,7,8,9-Hexahydroindeno[5,4-b][1,4]oxazin-9-yl) ethylamine

A solution of 9-(2-aminoethyl)-1,7,8,9-tetrahydro-indeno[5,4-b][1,4]oxazin-2(3H)-one (1.2 g, 5.3 mmol.) in tetrahydrofuran (30 mL) was was cooled with ice, to which was added lithium aluminum hydride (0.8 g, 21.4 mmol.). The mixture was heated for 18 hours under reflux under argon atmosphere. The reaction mixture was cooled, to which were added water (0.8 mL), a 15% aqueous solution of sodium hydroxide (0.8 mL) and water (2.4 mL), successively. The mixture was then stirred for 30 minutes at room temperature. Insolubles were filtered off, and the filtrate was concentrated under reduced pressure. Then, in substantially the same manner as in Example 36, from 2-(1,2,3,7,8,9-hexahydroindeno[5,4-b][1,4]oxazin-9-yl) ethylamine thus obtained and propionic acid, the title compound was produced (yield 250 mg, 51%).

1. temperatureThe mixture was heated for 18 hours
2. temperatureunder reflux under argon atmosphere
3. temperatureThe reaction mixture was cooled, to which
4. filtrationInsolubles were filtered off
5. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-b5449ac0cbd4439d89a708e098abdc80

Source dataset

uspto-grants-2000_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06034239