3-Hydroxybenzaldehyde → HCID 20095509, compound

HRID 1770210Notes

Reaction equation

HRID 1770210 reaction equation
[Na].[OH:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7].[N+:11]([O-:17])([O:13][CH2:14][CH2:15]Br)=[O:12]>C(O)C>[O:13]([CH2:14][CH2:15][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7])[N+:11]([O-:17])=[O:12]

Participants

5

Reactant 3

HCID 1013-HydroxybenzaldehydeHCID 5360545SodiumHCID 13807492HCID 13807492, compound

Product 1

HCID 20095509HCID 20095509, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.42 g of sodium were dissolved in 200 ml of ethanol. 7.5 g of 3-hydroxybenzaldehyde and 10.5 g of bromoethyl nitrate were added and the resulting solution was refluxed for 5 hours. The compound was purified by column chromatography (silica, CH2Cl2). Yield 19%. Melting point: oil.

Workup

  1. temperaturethe resulting solution was refluxed for 5 hours
  2. customThe compound was purified by column chromatography (silica, CH2Cl2)

Sources & evidence

ORD record
ord-299e2b44d64b4cf7892b706773fbfa08
Source dataset
uspto-grants-1995_01
Patent number
US05385922

Reaction notes

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