Ethanol → 4-Ethoxy-2-nitro-5-phenoxy-benzaldehyde

HRID 252468Notes

Reaction equation

HRID 252468 reaction equation
[H-].[Na+].F[C:4]1[C:11]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][C:7]([CH:8]=[O:9])=[C:6]([N+:19]([O-:21])=[O:20])[CH:5]=1.[CH2:22]([OH:24])[CH3:23]>>[CH2:22]([O:24][C:4]1[C:11]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][C:7]([CH:8]=[O:9])=[C:6]([N+:19]([O-:21])=[O:20])[CH:5]=1)[CH3:23]

Participants

4

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 574757234-Fluoro-2-nitro-5-phenoxy-benzaldehyde

Product 1

HCID 574757244-Ethoxy-2-nitro-5-phenoxy-benzaldehyde

Procedure

NaH (60%, 400 mg, 10 mmol) was added to ethanol (10 mL) and stirred at room temperature for 30 min. Then, 4-fluoro-2-nitro-5-phenoxy-benzaldehyde (520 mg, 2 mmol) was added. The resulting mixture was stirred at room temperature overnight and ten concentrated. The resulting crude mixture was purified by chromatography (silica gel, 20-50% methylene chloride in heptane) to yield a slightly yellow solid.

Workup

  1. stirringThe resulting mixture was stirred at room temperature overnight
  2. concentrationten concentrated
  3. customThe resulting crude mixture was purified by chromatography (silica gel, 20-50% methylene chloride in heptane)
  4. customto yield a slightly yellow solid

Sources & evidence

ORD record
ord-e65146e122e746a3bca7014be7a7d4cd
Source dataset
uspto-grants-2011_01
Patent number
US07868022B2

Reaction notes

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