Hydroxylamine → HCID 178510821, compound

HRID 390338Notes

Reaction equation

HRID 390338 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.[NH2:11][OH:12]>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[NH:10])[NH:11][OH:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 68016Benzeneacetonitrile, 4-fluoro-

Product 1

HCID 178510821HCID 178510821, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-fluorophenyl)acetonitrile (1.35 g, 10 mmol) and 50% aq. hydroxylamine (1.33 g, 20 mmol) in EtOH (10 mL) was stirred at 90° C. for 18 h then cooled and concentrated to afford the title compound (1.68 g, 100% yield) as white solid. 1HNMR (500 MHz, CDCl3) δ: 8.04-7.85 (1H, br s), 7.24 (2H, dd, J=8.6, 5.5 Hz), 7.01 (2H, t, J=8.6 Hz), 4.46 (2H, s), 3.43 (2H, s). LCMS (M+H): 169.14.

Workup

  1. temperaturethen cooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f0f30658121345e9b140be835667c384
Source dataset
uspto-grants-2013_02
Patent number
US08383639B2

Reaction notes

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