p-METHYLACETOPHENONE → HCID 54228629, compound

HRID 2291999Notes

Reaction equation

HRID 2291999 reaction equation
[OH-].[K+].[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:12])=[O:11])=[CH:6][CH:5]=1.[NH:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[CH:18]=O>O>[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:11])[CH:12]=[CH:18][C:14]2[NH:13][CH:17]=[CH:16][CH:15]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 8500p-METHYLACETOPHENONEHCID 13854Pyrrole-2-carboxaldehydeHCID 14797Potassium Hydroxide

Product 1

HCID 54228629HCID 54228629, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 10.1 g (0.18 mole) of potassium hydroxide in 2.18 L of water was added 176.4 g (1.32 mole) of 4-methylacetophenone and 50 g (0.53 mole) of pyrrole-2-carboxaldehyde. The mixture was heated to 40°-45° C. with mechanical stirring under a nitrogen atmosphere overnight. The solid precipitate was filtered, washed with water and 2-propanol, and air dried to give 42.1 g (38% yield) of the title compound as a solid, mp 158.5°-159.5° C.

Workup

  1. temperatureThe mixture was heated to 40°-45° C.
  2. filtrationThe solid precipitate was filtered
  3. washwashed with water and 2-propanol, and air
  4. customdried

Sources & evidence

ORD record
ord-1ffe58342c3c440c827f53bf3e4c7647
Source dataset
uspto-grants-1989_01
Patent number
US04800207

Reaction notes

Loading…