Ethylene Glycol → HCID 19370278, compound

HRID 129735Notes

Reaction equation

HRID 129735 reaction equation
C(OC([N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][O:14][C:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:16])[CH2:8][CH2:7]1)=O)C.[OH-].[K+].C(O)CO>O>[C:23]1([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([O:14][CH2:13][CH2:12][N:9]2[CH2:8][CH2:7][NH:6][CH2:11][CH2:10]2)[CH3:16])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 19370330HCID 19370330, compound

Product 1

HCID 19370278HCID 19370278, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 2.6 g (6.8 mmole) of 4-ethoxycarbonyl-1-[2-(1,1-diphenylethoxy)ethyl]piperazine [prepared as described in step (a) above], 3.0 g (5.3 mmole) of potassium hydroxide, 9 ml of water and 30 ml of ethylene glycol was stirred at 160° C. for 2 hours while the water formed was removed by evaporation. The reaction mixture was then poured into ice water, and the mixture was extracted with chloroform, after which it was washed with water. The solvent was then removed by evaporation under reduced pressure, to obtain 1.5 g (yield 71%) of the title compound as an oil.

Workup

  1. customformed
  2. customwas removed by evaporation
  3. additionThe reaction mixture was then poured into ice water
  4. extractionthe mixture was extracted with chloroform
  5. washafter which it was washed with water
  6. customThe solvent was then removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-7267fbd517574729a74c9ea98392fb60
Source dataset
uspto-grants-1995_11
Patent number
US05470851

Reaction notes

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