Hydroxyamine hydrochloride → HCID 117697857, compound

HRID 1778514Notes

Reaction equation

HRID 1778514 reaction equation
O=[C:2]1[CH2:9][CH:8]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:4]([CH2:5][O:6][CH2:7]2)[CH2:3]1.[NH2:18][OH:19].Cl>CCO>[OH:19][N:18]=[C:2]1[CH2:9][CH:8]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:4]([CH2:5][O:6][CH2:7]2)[CH2:3]1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 185070529-Boc-7-oxa-9-azabicyclo[3.3.1]nonan-3-one

Product 1

HCID 117697857HCID 117697857, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of tert-butyl 7-oxo-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate (482 mg, 2 mmol, 1.0 eq) and NH2OH.HCl (462 mg, 3 mmol, 3.0 eq) in EtOH (10 mL) was refluxed for 2 h. The reaction mixture was concentrated to give tert-butyl 7-hydroxyimino-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate 104b as a white solid, which was used in next step without further purification. MS: calc'd (MH+) 267, measured (MH+) 267.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-3bc727830878414a936edc0f0b07ea4e
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

Loading…