Ethyl bromoacetate → HCID 54249393, compound

HRID 971856Notes

Reaction equation

HRID 971856 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]2[CH2:18][CH2:17][CH2:16][NH:15]2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>C1C=CC=CC=1>[CH2:24]([O:23][C:21]([CH2:20][N:15]1[CH2:16][CH2:17][CH2:18][CH:14]1[C:11]1[CH:12]=[CH:13][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:9][CH:10]=1)=[O:22])[CH3:25]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 457897032-(4-Phenoxyphenyl)pyrrolidine

Product 1

HCID 54249393HCID 54249393, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 23.9 parts of 2-(4-phenoxyphenyl) pyrrolidine in 80 parts of anhydrous benzene, there were quickly added 8.35 parts of ethyl bromacetate. The reaction mixture was then refluxed for 4 hours. After cooling and filtration, the residue was treated with 50 parts of water and 100 parts of ether. After decantation, then distillation, there were obtained 11.3 parts of 1-ethoxycarbonylmethyl-2-(4-phenoxyphenyl) pyrrolidine, B.P./0.1 mm Hg: 165° C., nD23 : 1.5524.

Workup

  1. temperatureThe reaction mixture was then refluxed for 4 hours
  2. temperatureAfter cooling
  3. filtrationfiltration
  4. additionthe residue was treated with 50 parts of water and 100 parts of ether
  5. distillationAfter decantation, then distillation

Sources & evidence

ORD record
ord-0a0daeb4e69f4a16958ef0466c18cb07
Source dataset
uspto-grants-1979_07
Patent number
US04161529

Reaction notes

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