Water → 1,2-Cyclohexanediol, 4-ethenyl-

HRID 1007626

Reaction equation

HRID 1007626 reaction equation
[CH2:1]=[CH:2][CH:3]1[CH2:8][CH:7]2[O:9][CH:6]2[CH2:5][CH2:4]1.O.S(=O)(=O)(O)[OH:12]>CC(C)=O>[OH:9][CH:6]1[CH2:5][CH2:4][CH:3]([CH:2]=[CH2:1])[CH2:8][CH:7]1[OH:12]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 78327-Oxabicyclo(4.1.0)heptane, 3-ethenyl-

Product 1

HCID 1473931,2-Cyclohexanediol, 4-ethenyl-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into a two-neck flask (100 ml) were fed 15.9 g (128 mmol) of 4-vinylcyclohexene-1,2-epoxide, 40 ml of water, 20 ml of acetone, and 40 μl of sulfuric acid, and the reaction mixture was refluxed at 75° C. for 4 hours. After complete reaction, an object compound was extracted with each 60 ml of diethylether four times, and was washed with saturated salt solution, and then was dried with sodium sulfate. The solvent was evaporated to obtain 1,2-dihydroxy-4-vinylcyclohexane.

Workup

  1. customInto a two-neck flask (100 ml) were fed
  2. customAfter complete reaction
  3. extractionan object compound was extracted with each 60 ml of diethylether four times
  4. washwas washed with saturated salt solution
  5. dry with materialwas dried with sodium sulfate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-d9c81395887b4a68a55f9994d3fb913c
Source dataset
uspto-grants-2004_09
Patent number
US06794528B2

Linked notes

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