Catechol → HCID 2780263, compound

HRID 1390875Notes

Reaction equation

HRID 1390875 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[CH:9]([O:11][CH2:12][CH3:13])=[CH2:10].[OH-].[Na+]>Cl.C1(C)C=CC=CC=1>[CH2:9]([O:11][CH:12]([O:2][C:1]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4])[CH3:13])[CH3:10]

Participants

6

Reactant 3

HCID 289Catechol2×HCID 8023Ethyl vinyl etherHCID 14798Sodium Hydroxide

Product 1

HCID 2780263HCID 2780263, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 1140TolueneSolvent

Procedure

220 parts by weight of pyrocatechol is suspended in 200 parts by weight of toluene. After 2 drops of concentrated hydrochloric acid have been added 150 parts by weight of ethyl vinyl ether is dripped in while stirring. The internal temperature is prevented from rising above 65° C. by external cooling with ice. All of the pyrocatechol has dissolved upon completion of the reaction. 5 parts by weight of 2-normal caustic soda solution is added, the whole is allowed to cool, and dried over sodium sulfate, the solvent is removed and the product is distilled in vacuo. The yield is almost quantitative; boiling point 78° to 81° C. at 1 mm; nD25 = 1.5032

Workup

  1. customfrom rising above 65° C.
  2. temperatureby external cooling with ice
  3. temperatureto cool
  4. dry with materialdried over sodium sulfate
  5. customthe solvent is removed
  6. distillationthe product is distilled in vacuo

Sources & evidence

ORD record
ord-019ae51e358246ec8355b8b5a4af8820
Source dataset
uspto-grants-1979_02
Patent number
US04140725

Reaction notes

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