Ethanol → HCID 54318922, compound

HRID 863634Notes

Reaction equation

HRID 863634 reaction equation
[C:1]([C:11]1[N:15](C)[C:14]([CH2:17][C:18]([O:20]C)=[O:19])=[CH:13][CH:12]=1)(=[O:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[OH-].[Na+].[CH2:24](O)C.C(C1N(C)C(CC(O)=O)=CC=1)(=O)C1C=CC(OC)=CC=1>O>[C:1]([C:11]1[NH:15][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[C:13]([CH3:24])[CH:12]=1)(=[O:10])[C:2]1[CH:3]=[CH:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18424261Methyl [5-(4-methoxybenzoyl)-1-methyl-1H-pyrrol-2-yl]acetateHCID 20566121HCID 20566121, compound

Product 1

HCID 54318922HCID 54318922, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.00 g. (0.0105 mole) of methyl 5-(ρ-anisoyl)-1-methylpyrrole-2-acetate in 12 ml. (0.012 mole) of 1N sodium hydroxide solution and 5 ml. of 95% ethanol is refluxed for 30 minutes. The solution is diluted with water and the ethanol is evaporated in vacuo. The solution is filtered, and the filtrate acidified with dilute hydrochloric acid. The precipitated solid is collected by filtration, dried and recrystallized from methanol-water to give about 2.4 g. (87% yield) of white-5-(ρ-anisoyl)-1-methylpyrrole-acetic acid, M.P. 170°-171° C.

Workup

  1. customthe ethanol is evaporated in vacuo
  2. filtrationThe solution is filtered
  3. filtrationThe precipitated solid is collected by filtration
  4. customdried
  5. customrecrystallized from methanol-water
  6. customto give about 2.4 g

Sources & evidence

ORD record
ord-db14e6ff4a1c4bcf8f6672b2cbc07878
Source dataset
uspto-grants-1998_02
Patent number
US05721347

Reaction notes

Loading…