p-Toluenesulfonic acid → HCID 86736002, compound

HRID 1763799Notes

Reaction equation

HRID 1763799 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=O)=[CH:3][CH:2]=1.[C:12]1([CH2:20][OH:21])(CO)CCC=CC1.[CH:22](OCC)([O:26]CC)[O:23][CH2:24]C>C(O)C>[CH2:20]([O:21][CH:11]1[C:1]2([CH2:6][CH2:5][CH:4]=[CH:3][CH2:2]2)[CH2:24][O:23][CH2:22][O:26]1)[CH3:12]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 165443-Cyclohexene-1,1-dimethanolHCID 31214Ethyl orthoformate

Product 1

HCID 86736002HCID 86736002, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

For the purpose of producing the compound, a small quantity of p-toluene sulfonic acid was added to 14.2 gm (0.1 mol) of 3-cyclohexene-1,1-dimethanol and 14.8 gm (0.1 mol) of triethyl orthoformate and the mixture was agitated for several hours at 40° C. The ethyl alcohol formed was subsequently distilled off and the residue was worked up in the manner already described. A colorless oil was obtained, boiling point 78° C. at 0.15 torr, nD20 = 1.4758, and had a fruity odor with leather, castoreum and jasmine nuances.

Workup

  1. customFor the purpose of producing the compound
  2. distillationwas subsequently distilled off
  3. customA colorless oil was obtained

Sources & evidence

ORD record
ord-e7b81115f8e14073904f15024c1d9717
Source dataset
uspto-grants-1978_09
Patent number
US04113664

Reaction notes

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