Water → HCID 15435727, compound
Reaction equation
[C:1]([NH:4][CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2].O.[N+:15](C)([O-:17])=[O:16]>>[C:1]([NH:4][CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=2)[CH2:7][CH2:6]1)(=[O:3])[CH3:2]Participants
4
Procedure
To an ice-cooled suspension of (rac)-N-acetyl-1-aminoindan (Ex. 17, 17.5 g, 0.1 mole) in nitromethane (165 ml), was added dropwise a nitrating mixture (H2SO4HNO3, H2O ) while the temperature was kept between 8° C. and 2° C. stirring was continued for 1.5 hours in the ice-bath and the mixture was then poured on to a mechanically stirred mixture of ice (500 g) and water (1300 ml) stirring being continued for 1 hour. The suspension was filtered, the white solid washed with water and dried (14.05 g, 63.9%). It is sufficiently pure for hydrogenation (Ex. 59).
Workup
- customwas kept between 8° C. and 2° C.
- stirringstirring
- filtrationThe suspension was filtered
- washthe white solid washed with water
- customdried (14.05 g, 63.9%)
Sources & evidence
- ORD record
- ord-30addad3bf1e4f1c9de0e98211d8ed68
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05994408
Reaction notes
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