Sulfuric Acid → Benzene, [2-(cyclohexyloxy)ethyl]-

HRID 1156724

Reaction equation

HRID 1156724 reaction equation
[C:1]1([CH2:7][CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:10]1(O)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.S(=O)(=O)(O)O>>[CH:10]1([O:9][CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 60542-PhenylethanolHCID 7966Cyclohexanol

Product 1

HCID 166527Benzene, [2-(cyclohexyloxy)ethyl]-

Conditions

Temperature
115 °C

Procedure

Into a 2 liter reaction vessel equipped with stirrer, thermometer, heating mantle and overhead condenser with azeotrope takeoff apparatus is placed 488 grams of beta-phenylethyl alcohol; 440 grams of cyclohexanol and 100 grams of concentrated sulfuric acid. The reaction mass is then heated to a temperature of 115° C. and maintained at a temperature in the range of 104°-127° C. at reflux while azeotropically removing 80 ml water, for a period of 3 hours. At the end of the 3 hour period, a sample is analyzed by means of GLC analysis (conditions: 180° C. isothermal using an SE-30 packed column). FIG. 1A is the GLC profile of the reaction product at this point.

Workup

  1. customInto a 2 liter reaction vessel
  2. customequipped with stirrer
  3. temperaturethermometer, heating mantle and overhead condenser with azeotrope takeoff apparatus
  4. temperaturemaintained at a temperature in the range of 104°-127° C.
  5. temperatureat reflux
  6. customwhile azeotropically removing 80 ml water
  7. customAt the end of the 3 hour period
  8. custom180° C.

Sources & evidence

ORD record
ord-0c986fe6e9354eb3a5c9982138f277a8
Source dataset
uspto-grants-1982_06
Patent number
US04337180

Linked notes

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