Sulfuric Acid → HCID 20547237, compound

HRID 2286487Notes

Reaction equation

HRID 2286487 reaction equation
S(=O)(=O)(O)O.[CH:6]([OH:9])([CH3:8])[CH3:7].CC1[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18]O)[C:13](C)([CH3:20])[CH:12]=1.C1CCCCC=1>O>[CH3:7][C:6]12[CH2:18][CH2:17][CH:14]([C:13]([CH3:20])([CH3:12])[CH2:8]1)[CH:15]([CH3:16])[O:9]2

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 8079CyclohexeneHCID 20547238HCID 20547238, compound

Product 1

HCID 20547237HCID 20547237, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 500 ml reaction flask equipped with reflux head, thermometer and stirrer is added 50 g of 40% sulfuric acid and 50 g of anhydrous isopropyl alcohol. The resulting mixture is heated to reflux and 1,3,3-trimethyl-1-cyclohexene-4-ethanol, prepared according to Example II (50 g) (fraction 2 according to Example II) is added slowly to the reaction mass while maintaining the temperature thereof at 86°-88° C. The addition takes place over a period of one hour. At the end of the addition of the cyclohexene derivative, the reaction mass is cooled to room temperature and water is added. The reaction mass now exists in two phases. The phases are separated and the organic phase is washed with aqueous sodium carbonate and saturated sodium chloride. The organic phase is then distilled using a microdistillation set-up (micro Vigreux column) yielding the following fractions:

Workup

  1. customInto a 500 ml reaction flask
  2. customequipped
  3. temperaturewith reflux head
  4. temperatureThe resulting mixture is heated
  5. temperatureto reflux
  6. additionis added slowly to the reaction mass
  7. temperaturewhile maintaining the temperature
  8. customat 86°-88° C
  9. additionThe addition
  10. customof one hour
  11. customThe phases are separated
  12. washthe organic phase is washed with aqueous sodium carbonate and saturated sodium chloride
  13. distillationThe organic phase is then distilled
  14. customyielding the following fractions

Sources & evidence

ORD record
ord-afee979f7ee44305bee663dd41485780
Source dataset
uspto-grants-1981_05
Patent number
US04267067

Reaction notes

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