Sulfuric Acid → HCID 14476974, compound

HRID 986846Notes

Reaction equation

HRID 986846 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1.S(=O)(=O)(O)O.[CH2:17]=[CH:18][C:19](=[CH2:21])[CH3:20]>C(Cl)(Cl)Cl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:8]([CH:17]=[CH:18][C:19]([CH3:21])([CH3:20])[O:11]2)=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 6557IsopreneHCID 20156625HCID 20156625, compound

Product 1

HCID 14476974HCID 14476974, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

7.7 g (50 millimoles) of 3-methoxymethoxy-phenol and 110 g of 50% sulfuric acid are dissolved in 150 g of chloroform, whereupon 6.8 g of isoprene are added at 60° C. within 20 minutes. The reaction mixture is allowed to stated at 60° C. for 3 hours, separated, the organic phase is evaporated and the residue is heated to boiling in the presence of 2.5 g of dichloro-dicyano-benzoquinone in 100 ml of dioxane for 10 hours. Then one proceeds as described in Example 8. Thus 7.6 g of the desired compound are obtained in the form of a light yellow oil, yield 69%.

Workup

  1. additionare added at 60° C. within 20 minutes
  2. customseparated
  3. customthe organic phase is evaporated
  4. temperaturethe residue is heated
  5. waitto boiling in the presence of 2.5 g of dichloro-dicyano-benzoquinone in 100 ml of dioxane for 10 hours

Sources & evidence

ORD record
ord-715bb6195aae410c98b21b69839e0d48
Source dataset
uspto-grants-1987_12
Patent number
US04716238

Reaction notes

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