Water → 3-Nitrophenethyl bromide

HRID 1451646Notes

Reaction equation

HRID 1451646 reaction equation
P(Br)(Br)[Br:2].[N+:5]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[CH2:11][CH2:12]O)([O-:7])=[O:6].C(=O)([O-])[O-].[K+].[K+].O>C(OCC)C>[Br:2][CH2:12][CH2:11][C:10]1[CH:9]=[C:8]([N+:5]([O-:7])=[O:6])[CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24614Phosphorus tribromideHCID 1040583-Nitrophenylethyl alcohol

Product 1

HCID 5916183-Nitrophenethyl bromide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Phosphorus tribromide (0.94 ml) was added dropwise to a solution of 3-nitrophenethyl alcohol (5 g) in anhydrous diethyl ether (30 ml) at 0°. The mixture was stirred at room temperature for 2 hours and then treated with a solution of potassium carbonate and then water. The organic layer was dried and concentrated in vacuo to give the title compound as an oil (4.51 g).

Workup

  1. customThe organic layer was dried
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f8ed3b743f5f466caeb247c1f53cb81e
Source dataset
uspto-grants-1997_02
Patent number
US05604237

Reaction notes

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