Ethylene Glycol → HCID 53963811, compound

HRID 1283178Notes

Reaction equation

HRID 1283178 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][C:8]([O:13][CH2:14][CH3:15])=[CH:7][C:6]=1[CH3:16])=[O:4].C(O)C[OH:19].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][C:8]2([O:19][CH2:15][CH2:14][O:13]2)[CH2:7][C:6]=1[CH3:16])=[O:4]

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 53641044HCID 53641044, compound

Product 1

HCID 53963811HCID 53963811, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

670 g. of crude 2,6,6-trimethyl-4-ethoxy-1,3-cyclohexadien-1-carboxylic acid methyl ester and 185 g. of ethylene glycol were heated in 3 l. of benzene in the presence of 3 g. of p-toluene sulfonic acid. The reaction was stopped after 1.5 l. of benzene had distilled over. The cold solution was washed with sodium bicarbonate solution and water, dried, and evaporated. The remaining oil was identified as 7,9,9-trimethyl-1,4-dioxaspiro [4,5] dec-7-en-8-carboxylic acid methyl ester.

Workup

  1. distillationof benzene had distilled over
  2. washThe cold solution was washed with sodium bicarbonate solution and water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-3487a9bd638b4394b9cf8600ab9b7a81
Source dataset
uspto-grants-1976_08
Patent number
US03974181

Reaction notes

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