Hydrochloric Acid → HCID 18424284, compound

HRID 1834398Notes

Reaction equation

HRID 1834398 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]([O:17]CC)=[O:16])=[C:10]([C:20]([O:22]CC)=[O:21])[C:9]=2[CH2:25][CH3:26])=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O>[C:20]([C:10]1[C:9]([CH2:25][CH3:26])=[C:8]([C:6](=[O:7])[C:5]2[CH:27]=[CH:28][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:12]([CH3:13])[C:11]=1[CH2:14][C:15]([OH:17])=[O:16])([OH:22])=[O:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18424370HCID 18424370, compound

Product 1

HCID 18424284HCID 18424284, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 18.2 g. (0.044 mole) of ethyl 5-(p-chlorobenzoyl)-3-ethoxycarbonyl-4-ethyl-1-methylpyrrole-2-acetate in 170 ml. of 25% aqueous sodium hydroxide solution is heated under reflux for 3 hrs. It is cooled, diluted with water and acidified with dilute hydrochloric acid. The precipitated solid is collected by filtration and air dried. It is recrystallized from acetone-water to give 3-carboxy-5-(p-chlorobenzoyl)-4-ethyl-1-methylpyrrole-2-acetic acid, m.p. 211°-212.5° C.

Workup

  1. additionA suspension of 18.2 g
  2. temperatureunder reflux for 3 hrs
  3. temperatureIt is cooled
  4. filtrationThe precipitated solid is collected by filtration and air
  5. customdried
  6. customIt is recrystallized from acetone-water

Sources & evidence

ORD record
ord-c085679da4fa46c5bae7d3a69f495c5e
Source dataset
uspto-grants-1978_01
Patent number
US04070368

Reaction notes

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