Catechol → o-(1-Methoxyethoxy)-phenol

HRID 1390874Notes

Reaction equation

HRID 1390874 reaction equation
O=S(Cl)Cl.[C:5]1([C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[OH:8])[OH:6].[CH3:13][O:14][CH:15](OC(OC)C)[CH3:16].C1(C(=CC=CC=1)O)O.[OH-].[Na+]>>[CH3:13][O:14][CH:15]([O:6][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=1[OH:8])[CH3:16]

Participants

5

Reactant 4

HCID 289CatecholHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 70609648Pyrocatechol bis-[(1-methoxy)-ethyl]-ether

Product 1

HCID 20431181o-(1-Methoxyethoxy)-phenol

Procedure

0.5 parts of SOCl2 is added to 113 parts by weight of pyrocatechol-bis-[(1-methoxy)-ethyl]-ether and 55 parts by weight of pyrocatechol at 40° C. and the whole is stirred at this temperature for half an hour. It is then allowed to cool and 2 parts by volume of 25% by weight aqueous caustic soda solution is added. The product is separated and dried over sodium sulfate and the solvent is evaporated. There remains 168 parts of the abovementioned compound having a boiling point of 85° to 90° C. at 0.5 mm.

Workup

  1. temperatureto cool
  2. customThe product is separated
  3. dry with materialdried over sodium sulfate
  4. customthe solvent is evaporated

Sources & evidence

ORD record
ord-3911bafaa95144b3869bfde54513ed97
Source dataset
uspto-grants-1979_02
Patent number
US04140725

Reaction notes

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