Pyridine → 1-Aza-adamantan-4-one oxime
Reaction equation
[N:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([C:4]3=O)[CH2:2]1)[CH2:8]2.Cl.[NH2:13][OH:14].N1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>C(O)C>[N:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([C:4]3=[N:13][OH:14])[CH2:2]1)[CH2:8]2Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1-aza-adamantan-4-one (1.1 g), hydroxylamine hydrochloride (0.7 g) and pyridine (0.5 ml) in ethanol (30 ml) was heated under reflux for 1 h. The solution was then treated with saturated K2CO3 solution (30 ml), evaporated to half its volume and extracted with CH2Cl2 (4×50 ml). The combined extracts were dried (K2CO3) and evaporated in vacuo to give D.1 (1.2 g).
Workup
- temperatureunder reflux for 1 h
- customevaporated to half its volume
- extractionextracted with CH2Cl2 (4×50 ml)
- dry with materialThe combined extracts were dried (K2CO3)
- customevaporated in vacuo
- customto give D.1 (1.2 g)
Sources & evidence
- ORD record
- ord-37121331cdb74b6fa7aeeec3e2d640ff
- Source dataset
- uspto-grants-1989_03
- Patent number
- US04816453
Reaction notes
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