Ethanol → HCID 58926596, compound

HRID 722132Notes

Reaction equation

HRID 722132 reaction equation
Cl.[NH2:2][OH:3].[N+:4]([C:7]1[CH:18]=[CH:17][C:16]2[CH2:15][CH:14]3[C:19](=O)[CH:11]([CH2:12][CH2:13]3)[CH2:10][C:9]=2[CH:8]=1)([O-:6])=[O:5].C([O-])(=O)C.[Na+].C(O)C>O>[N+:4]([C:7]1[CH:18]=[CH:17][C:16]2[CH2:15][CH:14]3[C:19](=[N:2][OH:3])[CH:11]([CH2:12][CH2:13]3)[CH2:10][C:9]=2[CH:8]=1)([O-:6])=[O:5]

Participants

6

Reactant 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 130264665,6,7,8,9,10-Hexahydro-2-nitro-6,9-methanobenzocycloocten-11-one

Product 1

HCID 58926596HCID 58926596, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Hydroxylamine hydrochloride (9.72 g) was added to a stirred solution of 5-nitro-tricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-13-one* (10.82 g) and sodium acetate (19.08 g) in a mixture of absolute ethanol (50 rat) and water (50 mL). The reaction was warmed to reflux for 18 hours cooled to room temperature and diluted with water (200 mL). The product was filtered off, dried under high vacuum to afford the title compound as a white powder (10.73 g) m/z 247 (M+H+). *J. Org. Chem. 1982, 47, 4329–4334

Workup

  1. temperatureThe reaction was warmed
  2. temperatureto reflux for 18 hours
  3. filtrationThe product was filtered off
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-03efded1ce004ac0bbb304cdc920251f
Source dataset
uspto-grants-2006_11
Patent number
US07138400B2

Reaction notes

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