Ethylene Glycol → HCID 86748799, compound

HRID 1647942Notes

Reaction equation

HRID 1647942 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]([Br:18])[CH3:17])[CH:5]=[CH:6][C:7]=1[CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C:10]1=[O:15].[CH2:19](O)[CH2:20][OH:21].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]([Br:18])[CH3:17])[CH:5]=[CH:6][C:7]=1[CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C:10]21[O:21][CH2:20][CH2:19][O:15]2

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 19922600HCID 19922600, compound

Product 1

HCID 86748799HCID 86748799, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Forty-five (45) grams of 1-[3-chloro-4-(2-oxocyclohexane-1-yl methyl)phenyl]ethylbromide were dissolved in 200 ml of benzene and then incorporated with 12.7 g of ethylene glycol and 0.12 g of p-toluenesulfonic acid, after which the whole was refluxed under agitation for 4 hours. After the end of the reaction, the reaction mixture was washed with water, an aqueous solution of sodium hydrogen carbonate and water in this order. Then, the organic layer obtained was dried and thereafter freed of the solvent at a reduced pressure thereby to obtain 51 g of 1-[3-chloro-4-(2,2-ethylenedioxycyclohexane-1-yl methyl)phenyl]ethylbromide.

Workup

  1. customAfter the end of the reaction
  2. washthe reaction mixture was washed with water
  3. customThen, the organic layer obtained
  4. customwas dried

Sources & evidence

ORD record
ord-9ad2eaf652964b13888da7e32cbfd645
Source dataset
uspto-grants-1995_07
Patent number
US05434292

Reaction notes

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