Benzene → HCID 12196692, compound

HRID 2071676Notes

Reaction equation

HRID 2071676 reaction equation
[Cl:1]([OH:5])(=[O:4])(=[O:3])=[O:2].[NH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.C1C=CC=CC=1.C(OCC)(=O)C.[NH:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[CH:28]=O>O>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[NH:23]1[CH:27]=[CH:26][CH:25]=[C:24]1[CH:28]=[N+:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

6

Reactant 4

HCID 241BenzeneHCID 8857Ethyl AcetateHCID 13854Pyrrole-2-carboxaldehydeHCID 12196043Pyrrolidine, perchlorate

Product 1

HCID 12196692HCID 12196692, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A suspension of 237.0 g. (1.38 mole) of pyrrolidine perchlorate in 500 ml. of benzene and 500 ml. of ethyl acetate is stirred and refluxed with water separation for 1 hr., then cooled to room temperature. 131.2 g. (1.38 mole) pyrrole-2-carboxaldehyde is added and the reaction mixture is stirred and refluxed with water separation for 6 hrs. After the whole has been cooled in an ice bath, the solvent is decanted from the solid product, and the product is recrystalllized from 1:1 acetonitrile/ether to give 1-(pyrrol- 2-ylmethylene)-pyrrolidinium perchlorate as a yellow solid; m.p. 100°-102° C.

Workup

  1. additionA suspension of 237.0 g
  2. temperatureAfter the whole has been cooled in an ice bath
  3. customthe solvent is decanted from the solid product

Sources & evidence

ORD record
ord-e552ea489c0343ac8b0f09da4960f96f
Source dataset
uspto-grants-1977_09
Patent number
US04048191

Reaction notes

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