Pyrrolidine → HCID 54067199, compound

HRID 2418268Notes

Reaction equation

HRID 2418268 reaction equation
[CH2:1]([C:6](=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17])[CH2:7]Br)[CH2:2][CH2:3][CH2:4][CH3:5].[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1>C(Cl)(Cl)Cl>[CH2:1]([C:6](=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[Cl:17])[CH2:7][N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 54161519HCID 54161519, compound

Product 1

HCID 54067199HCID 54067199, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 50 g of (III) and 31.7 g of pyrrolidine was heated for 5 hours at 150° C. in an oil bath. The crude product was cooled, and dissolved in CHCl3, and the solution was washed with dilute NaOH and then several times with water. The organic phase was dried over Na2SO4 and concentrated. Distillation of the residue gave 19 g of (IV) of boiling point 148°-150° C./0.1 mbar.

Workup

  1. washthe solution was washed with dilute NaOH
  2. dry with materialThe organic phase was dried over Na2SO4
  3. concentrationconcentrated
  4. distillationDistillation of the residue

Sources & evidence

ORD record
ord-c0504e35b2d24b699831a131d498cb69
Source dataset
uspto-grants-1984_09
Patent number
US04472412

Reaction notes

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