Water → HCID 86753559, compound

HRID 342441Notes

Reaction equation

HRID 342441 reaction equation
[C:1]([C:4]1[C:5]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[C:6]=2[O:7][C:8]=1[CH3:9])(=O)[CH3:2].Cl.[NH2:18][OH:19].C(=O)(O)[O-].[Na+].O>C(O)C>[OH:19][N:18]=[C:1]([C:4]1[C:5]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[C:6]=2[O:7][C:8]=1[CH3:9])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 12264729HCID 12264729, compound

Product 1

HCID 86753559HCID 86753559, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-acetyl-2-methyl-7-nitrobenzo[b]furan (413 mg), hydroxylamine hydrochloride (393 mg) and sodium bicarbonate (792 mg) in ethanol (10 ml) was refluxed for 30 minutes. The reaction mixture was cooled and water was added to the solution. The separated solid was collected, washed with water and dried to give 3-(1-hydroxyiminoethyl)-2-methyl-7-nitrobenzo[b]furan (320 mg).

Workup

  1. temperaturewas refluxed for 30 minutes
  2. temperatureThe reaction mixture was cooled
  3. customThe separated solid was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-393e8bc40f5f4f57bc3bc29e52c296bc
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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