Ethylene Glycol → HCID 12595544, compound

HRID 1948595Notes

Reaction equation

HRID 1948595 reaction equation
[CH2:1]([OH:4])[CH2:2][OH:3].C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:16]([C:18]1([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)[CH2:23][CH2:22][C:21](=O)[CH2:20][CH2:19]1)#[N:17].O>C1C=CC=CC=1>[C:16]([C:18]1([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)[CH2:19][CH2:20][C:21]2([O:4][CH2:1][CH2:2][O:3]2)[CH2:22][CH2:23]1)#[N:17]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 12595535HCID 12595535, compound

Product 1

HCID 12595544HCID 12595544, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethylene glycol (9.08 g) and p-toluenesulfonic acid (0.0139 g) were added to a solution of 4-cyano-4-(thiophen-2-yl)cyclohexanone (15 g) in benzene (120 ml) and the reaction mixture was boiled under reflux for 4 hours at 110° C. on a water separator (Dean-Stark apparatus). The reaction mixture was cooled to RT and the organic phase was washed with aqueous sodium bicarbonate solution (1×150 ml), water (1×150 ml) and saturated NaCl solution (1×150 ml). After drying over Na2SO4, the solvents were removed under reduced pressure.

Workup

  1. washthe organic phase was washed with aqueous sodium bicarbonate solution (1×150 ml), water (1×150 ml) and saturated NaCl solution (1×150 ml)
  2. dry with materialAfter drying over Na2SO4
  3. customthe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-7f955502731d4ef495f4206d3f9c7b3f
Source dataset
uspto-grants-2013_03
Patent number
US08399503B2

Reaction notes

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