Catechol → Catechol

HRID 904937Notes

Reaction equation

HRID 904937 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].[CH2:9](Cl)[C:10](=[CH2:12])[CH3:11]>>[CH3:9][C:10]1([CH3:12])[CH2:11][C:8]2[CH:7]=[CH:6][CH:5]=[C:3]([OH:4])[C:1]=2[O:2]1.[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2]

Participants

4

Reactant 2

HCID 289CatecholHCID 112413-Chloro-2-methyl-1-propene

Product 2

HCID 289CatecholHCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranol

Procedure

The reaction of catechol and methallyl chloride may be illustrated as follows: ##STR1## In accordance with existing processes the reaction mixture, I, would have been filtered to remove sodium chloride, then subjected to Claisen rearrangement and cyclization to form 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran resulting in the loss of unreacted or excess catechol employed in the reaction.

Workup

  1. filtration##STR1## In accordance with existing processes the reaction mixture, I, would have been filtered
  2. customto remove sodium chloride

Sources & evidence

ORD record
ord-e8e2f626b7344020947d983bb9ac91e2
Source dataset
uspto-grants-1983_12
Patent number
US04420642

Reaction notes

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