m-Chloroperbenzoic acid → HCID 15042515, compound

HRID 1091107Notes

Reaction equation

HRID 1091107 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])C=O.ClC1C=CC=C([C:30]([O:32]O)=[O:31])C=1>C(Cl)Cl>[CH:30]([O:32][C:10]1[CH:13]=[CH:14][C:15]([O:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH3:22])=[C:8]([O:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[CH:9]=1)=[O:31]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 11449838HCID 11449838, compound

Product 1

HCID 15042515HCID 15042515, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.4 g (17 mmol) of 3,4-di(2-methoxyethoxymethoxy)-benzaldehyde was dissolved in 216 ml of methylene chloride, and 4.4 g (20 mmol) of 80% m-chloroperbenzoic acid was added thereto. The mixture was refluxed at a boiling point for 20 hours. The reaction solution was washed with a sodium bicarbonate aqueous solution and with a saturated sodium chloride aqueous solution and then dried. The solvent was distilled off under reduced pressure to obtain 4.85 g (yield: 86%) of O-formyl-3,4-di(2-methoxyethoxymethoxy)phenol. The product was used for the subsequent reaction without purification.

Workup

  1. temperatureThe mixture was refluxed at a boiling point for 20 hours
  2. washThe reaction solution was washed with a sodium bicarbonate aqueous solution and with a saturated sodium chloride aqueous solution
  3. customdried
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9e877418935c4854bf78376cd89ab4b6
Source dataset
uspto-grants-1992_01
Patent number
US05084453

Reaction notes

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