Triethylene Glycol → HCID 23452573, compound

HRID 1278078Notes

Reaction equation

HRID 1278078 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][CH2:9][N:8]2[CH2:12][CH2:13][CH2:14][C:15](=O)[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.O.NN.[OH-].[K+].C(O)COCCOCCO>C(OCC)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][CH2:9][N:8]2[CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)=[CH:24][CH:25]=1

Participants

7

Reactant 4

HCID 8172Triethylene GlycolHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 23452544HCID 23452544, compound

Product 1

HCID 23452573HCID 23452573, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Heat 0.8 g of 2-(4-chlorobenzyl)-1-[3-(4-fluorobenzoyl)propyl]pyrrolidine to 170° for 2 hours with 1 ml of hydrazine hydrate, 0.5 g of potassium hydroxide and 5 ml of triglycol. After cooling the obtained reaction mixture to ambient temperature, add water and diethyl ether thereto. Dry the ethereal phase over sodium sulfate and distil off the solvent to obtain the title compound as brownish viscous oil.

Workup

  1. temperatureAfter cooling
  2. customthe obtained reaction mixture to ambient temperature
  3. dry with materialDry the ethereal phase over sodium sulfate
  4. customdistil off the solvent

Sources & evidence

ORD record
ord-672f2d856d034d33806068a9f473dd91
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Reaction notes

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