Toluene → HCID 57528562, compound

HRID 1042012Notes

Reaction equation

HRID 1042012 reaction equation
[N:1]12[CH2:8][C:5]([C:9](=[O:30])[CH:10]=P(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)([CH2:6][CH2:7]1)[CH2:4][CH2:3][CH2:2]2.C1(C)C=CC=CC=1.[C:38]([O:42][CH2:43][CH3:44])(=[O:41])[CH:39]=O>C(Cl)(Cl)Cl>[N:1]12[CH2:8][C:5]([C:9](=[O:30])/[CH:10]=[CH:39]/[C:38]([O:42][CH2:43][CH3:44])=[O:41])([CH2:6][CH2:7]1)[CH2:4][CH2:3][CH2:2]2

Participants

5

Reactant 3

HCID 1140TolueneHCID 70211Ethyl oxoacetateHCID 15663625HCID 15663625, compound

Product 1

HCID 57528562HCID 57528562, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5.00 g (12.09 mmol) of 1-(1-azabicyclo[3.2.1]oct-5-yl)-2-(triphenylphosphanylidene)-ethanone in solution in 20 ml of chloroform and 20 ml of toluene are introduced into a 100 ml three-necked round-bottomed flask. 1.36 g (13.3 mmol) of ethyl glyoxylate are subsequently added and the reaction medium is refluxed at ambient temperature for 15 min. The solvent is eliminated by evaporation under reduced pressure and the residue obtained is purified by silica gel column chromatography, elution being carried out with a mixture of chloroform, methanol and aqueous ammonia in the proportions 89/2/0.2.

Workup

  1. customThe solvent is eliminated by evaporation under reduced pressure
  2. customthe residue obtained
  3. customis purified by silica gel column chromatography, elution
  4. additionbeing carried out with a mixture of chloroform, methanol and aqueous ammonia in the proportions 89/2/0.2

Sources & evidence

ORD record
ord-2e459d03fec849ee8205ad5350b0c7d6
Source dataset
uspto-grants-2013_10
Patent number
US08557819B2

Reaction notes

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