HCID 21411829, compound → HCID 21411844, compound

HRID 2071686Notes

Reaction equation

HRID 2071686 reaction equation
[Br:1][C:2]1[C:3](C(O)=O)=[C:4]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:5]([CH3:16])[C:6]=1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1>CCOCC>[Br:1][C:2]1[CH:3]=[C:4]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:5]([CH3:16])[C:6]=1[C:7](=[O:15])[C:8]1[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=1

Participants

3

Reactant 1

HCID 21411829HCID 21411829, compound

Product 1

HCID 21411844HCID 21411844, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 7.2 g. sample of ethyl 4-bromo-3-carboxy-5-p- chlorobenzoyl-1-methylpyrrole-2-acetate is heated at 250° for 10 minutes under nitrogen. It is then cooled and dissolved in ether; the resulting ether solution is filtered, washed with sodium hydroxide solution, and then washed with water. After the ether is evaporated in vacuo, the residue is triturated with boiling hexane. Concentration of the hexane solution to a small volume in vacuo yields a crystalline precipitate, which is recrystallized from methanol to give ethyl 4-bromo-5-(p-chlorobenzoyl)-1-methylpyrrole-2-acetate as a white solid; m.p. 118°-120° C.

Workup

  1. temperatureIt is then cooled
  2. filtrationthe resulting ether solution is filtered
  3. washwashed with sodium hydroxide solution
  4. washwashed with water
  5. customAfter the ether is evaporated in vacuo
  6. customthe residue is triturated with boiling hexane
  7. customConcentration of the hexane solution to a small volume in vacuo yields a crystalline precipitate, which
  8. customis recrystallized from methanol

Sources & evidence

ORD record
ord-a937219d62b14b71ac8f16747cd81790
Source dataset
uspto-grants-1977_09
Patent number
US04048191

Reaction notes

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