Hydroxylamine → HCID 14860703, compound

HRID 2256001Notes

Reaction equation

HRID 2256001 reaction equation
[C:1]([NH:4][CH:5](OCC)[C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])(=[O:3])[CH3:2].B(Br)(Br)Br.[NH2:23][OH:24]>>[C:1]([NH:4][CH:5]([NH:23][OH:24])[C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 787HydroxylamineHCID 25134Boron tribromideHCID 14212862HCID 14212862, compound

Product 1

HCID 14860703HCID 14860703, compound

Procedure

Using 2-acetamido-N-benzyl-2-ethoxyacetamide (2.00 g, 8.0 mmol), BBr3 (1M in CH2Cl2, 8.8 mL, 8.8 mmol), and anhydrous NH2OH (5-6 equiv) gave an oily residue. The residue was separated into three components by flash chromatography on SiO2 gel (7.5% MeOH/CHCl3).

Workup

  1. customgave an oily residue
  2. customThe residue was separated into three components by flash chromatography on SiO2 gel (7.5% MeOH/CHCl3)

Sources & evidence

ORD record
ord-79b0b36a6ef944b78c86ed883f5538dd
Source dataset
uspto-grants-1997_08
Patent number
US05654301

Reaction notes

Loading…