Catechol → 2-[(2-methyl-2-propenyl)oxy]phenol

HRID 1719792Notes

Reaction equation

HRID 1719792 reaction equation
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].C1[CH:18]2[CH:13]([CH2:14]CCC2)[CH2:12]CC1.C(Cl)C(=C)C.C(=O)([O-])[O-].[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)C>[CH2:14]([O:2][C:1]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4])[C:13](=[CH2:12])[CH3:18]

Participants

7

Reactant 5

HCID 289CatecholHCID 7044DecalinHCID 10340Sodium CarbonateHCID 112413-Chloro-2-methyl-1-propeneHCID 24489Sodium Dithionite

Product 1

HCID 785142-[(2-methyl-2-propenyl)oxy]phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A further 72.8 g of pyrocatechol, 616 ml of decalin, 264 ml of ethyl alcohol, 135.8 g of methallyl chloride, 116.6 g of sodium carbonate and 1.8 g of sodium hydrosulphite are added to the previously separated lower phase (140 g) which is constituted essentially by 48.2 g of pyrocatechol and the quaternary ammonium salt. The mixture is heated to 80° under stirring in a nitrogen atmosphere for 3 hours, to obtain practically the same results in o.methallyloxyphenol as obtained in the first cycle.

Workup

  1. custompreviously separated lower phase (140 g) which
  2. temperatureThe mixture is heated to 80°
  3. customto obtain practically the
  4. customsame results in o

Sources & evidence

ORD record
ord-305dbdc903094b6d884f7e880c6b5099
Source dataset
uspto-grants-1985_09
Patent number
US04542229

Reaction notes

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