Pyridine → HCID 15686617, compound

HRID 1194650Notes

Reaction equation

HRID 1194650 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]2

Participants

6

Reactant 4

HCID 1049PyridineHCID 11430Potassium CarbonateHCID 1426421-Azatricyclo(3.3.1.1,3,7)decan-4-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 15686617HCID 15686617, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. temperatureunder reflux for 1 h
  2. customevaporated to half its volume
  3. extractionextracted with CH2Cl2 (4×50 ml)
  4. dry with materialThe combined extracts were dried (K2CO3)
  5. customevaporated in vacuo
  6. 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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