Hydrochloric Acid → HCID 20253556, compound

HRID 638186Notes

Reaction equation

HRID 638186 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([NH:6][CH:7]2[CH2:11][CH2:10][N:9](C(OCC)=O)[CH2:8]2)=[CH:4][CH:3]=1.[ClH:19]>>[ClH:1].[ClH:19].[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([NH:6][CH:7]2[CH2:11][CH2:10][NH:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13336330HCID 13336330, compound

Product 1

HCID 20253556HCID 20253556, compoundYield 96%

Procedure

A mixture of ethyl 3-(4-chloroanilino)pyrrolidine-1-carboxylate (7.20 g) and conc. hydrochloric acid (72 ml) is heated under reflux over a period of 20 hours. The reaction mixture is concentrated in vacuo, and the residue is crystallized from methanol-isopropanol to give 3-(4-chloroanilino)pyrrolidine dihydrochloride (6.99 g) as crystals melting at 120° to 143° C. The yield is 96%.

Workup

  1. temperatureis heated
  2. temperatureunder reflux over a period of 20 hours
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. customthe residue is crystallized from methanol-isopropanol

Sources & evidence

ORD record
ord-6634c832815e4e33ab718dd16d1a1d36
Source dataset
uspto-grants-1985_12
Patent number
US04560684

Reaction notes

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