Dimethyl Sulfoxide → 4-Benzyloxy-3-nitrophenyl glyoxal

HRID 580644Notes

Reaction equation

HRID 580644 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16]Br)=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(C)=[O:24]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH:16]=[O:24])=[O:18])=[CH:11][C:10]=1[N+:19]([O-:21])=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 679Dimethyl SulfoxideHCID 110894102-Bromo-1-(3-nitro-4-phenylmethoxyphenyl)ethanone

Product 1

HCID 201341724-Benzyloxy-3-nitrophenyl glyoxal

Procedure

1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanone (12.6 g) was dissolved in dimethyl sulphoxide (40 ml) and the solution was allowed to stand at room temperature for 3 days. The solution was poured onto ice and the product was collected as the hydrate (8.7 g). τ (d6DMSO) 4.58 (2H, s), 4.33 (1H, s), 2.25-2.65 (6H, m), 2.07 (2H, br), 1.30-1.87 (2H, m).

Workup

  1. additionThe solution was poured onto ice
  2. customthe product was collected as the hydrate (8.7 g)

Sources & evidence

ORD record
ord-632fa7f4349a4130acaaf03fe22f6bf5
Source dataset
uspto-grants-1988_06
Patent number
US04753962

Reaction notes

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