Acetic Acid → HCID 13691150, compound

HRID 1632997Notes

Reaction equation

HRID 1632997 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]2([CH:18](C(OCC)=O)[C:17](=[O:24])[NH:16][C:15]2=[O:25])[C:7]1=[O:26].C(O)(=O)C>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]2([CH2:18][C:17](=[O:24])[NH:16][C:15]2=[O:25])[C:7]1=[O:26]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 20279344HCID 20279344, compound

Product 1

HCID 13691150HCID 13691150, compoundYield 33.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1'-(3,4-dichlorobenzyl)-4-ethoxycarbonyl-spiro[pyrrolidine-3,3'-indoline]-2,2'5-trione(8.2 g.) and acetic acid (50 ml.) was heated under reflux for 22 hours. The solution obtained was cooled and poured into water (300 ml.). The solid which formed was collected by filtration and recrystallised from methanol to give 1'-(3,4-dichlorobenzyl)-spiro[pyrrolidine-3,3'-indoline]-2,2'5-trione (2.3 g.), m.p. 203°-204° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 22 hours
  3. customThe solution obtained
  4. temperaturewas cooled
  5. customThe solid which formed
  6. filtrationwas collected by filtration
  7. customrecrystallised from methanol

Sources & evidence

ORD record
ord-cdad157d90e8414ca23473d9f4d30811
Source dataset
uspto-grants-1984_10
Patent number
US04478847

Reaction notes

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