2-Nitrophenol → HCID 7434133, compound

HRID 1266468Notes

Reaction equation

HRID 1266468 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[Cl:17][C:18]1[CH:19]=[C:20]([CH2:28]Cl)[C:21]2[O:26][CH2:25][O:24][CH2:23][C:22]=2[CH:27]=1>CC(C)=O>[Cl:17][C:18]1[CH:19]=[C:20]([CH2:28][O:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])[C:21]2[O:26][CH2:25][O:24][CH2:23][C:22]=2[CH:27]=1

Participants

5

Reactant 3

HCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 27767806-chloro-8-(chloromethyl)-4H-1,3-benzodioxine

Product 1

HCID 7434133HCID 7434133, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 2-nitrophenol (1.27 g, 9.13 mmol) in acetone (100 mL) was added solid potassium carbonate (1.27 g, 9.13 mmol) followed by 6-chloro-8-(chloromethyl)benzo-1,3-dioxan (1.0 g, 4.57 mmol) and the solution was refluxed for 16 hours. Solvent was evaporated and the residue was purified by column chromatography to give 1-[(6-chloro(2H,4H-benzo[e]1,3-dioxin-8-yl))methoxy]-2-nitrobenzene, a compound of formula (3).

Workup

  1. temperaturethe solution was refluxed for 16 hours
  2. customSolvent was evaporated
  3. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-2e89f3ac2f3e439cb9fcf3c914b61646
Source dataset
uspto-grants-2003_04
Patent number
US06548548B2

Reaction notes

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