Carbon Dioxide → HCID 20352251, compound

HRID 371953Notes

Reaction equation

HRID 371953 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.C(=O)=O.[C:15]1([C:21]23[CH2:26][CH:25]2[CH2:24][NH:23][CH2:22]3)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([N:23]2[CH2:24][CH:25]3[C:21]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)([CH2:26]3)[CH2:22]2)=[O:11])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 98372-(4-Fluorophenyl)acetic acidHCID 101300941-Phenyl-3-azabicyclo[3.1.0]hexane

Product 1

HCID 20352251HCID 20352251, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 6.2 g. of p-fluorophenylacetic acid in 60 ml. of dry tetrahydrofuran is added 6.8 g. of N,N'-carbonyl diimidazole. The resultant mixture is allowed to stand 1 hour, at which time the evolution of carbon dioxide has ceased. To this solution is added 6.4 g. of 1-phenyl-3-azabicyclo[3.1.0]hexane and the reaction solution is allowed to stand 1/2 hour and then warmed on a steam bath for 1/2 hour. After removal of the solvent, the residue is poured into ice-water and the mixture is extracted with chloroform. The extracts are dried and evaporated to give the product as an amber oil; IR 6.04μ.

Workup

  1. additionTo this solution is added 6.4 g
  2. waitto stand 1/2 hour
  3. temperaturewarmed on a steam bath for 1/2 hour
  4. customAfter removal of the solvent
  5. additionthe residue is poured into ice-water
  6. extractionthe mixture is extracted with chloroform
  7. customThe extracts are dried
  8. customevaporated

Sources & evidence

ORD record
ord-b0f8035f8a984cc3b144e0e7f9054ad0
Source dataset
uspto-grants-1978_05
Patent number
US04088652

Reaction notes

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