Potassium Hydroxide → HCID 21188012, compound

HRID 1383435Notes

Reaction equation

HRID 1383435 reaction equation
C[O:2][C:3]([C:5]1[N:6]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH3:27])[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]=1[C:10]([O:12]C)=[O:11])=[O:4].[OH-].[K+]>COCCOCCO>[C:3]([C:5]1[N:6]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[O:26][CH3:27])[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]=1[C:10]([OH:12])=[O:11])([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21187974HCID 21187974, compound

Product 1

HCID 21188012HCID 21188012, compoundYield 61.9%

Reagents, catalysts & solvents 1

HCID 8134Diethylene Glycol Monomethyl EtherSolvent

Procedure

A solution of 8,4 g of 2,3-di(methoxycarbonyl)-1-(2-methoxyphenyl)-4-phenyl-pyrrole and 2.6 g of KOH in diethyleneglycol monomethylether is refluxed for 3 hours. After cooling it is poured onto water, acidified and extracted 3 times with diethylether. The combined organic phases are washed with water, dried and evaporated down. The crude product is crystallised from diethylether. 4,8 g of 2,3-dicarboxy-1-(2-methoxyphenyl)-4-phenyl-pyrrole are obtained.

Workup

  1. temperatureAfter cooling it
  2. additionis poured onto water
  3. extractionextracted 3 times with diethylether
  4. washThe combined organic phases are washed with water
  5. customdried
  6. customevaporated down
  7. customThe crude product is crystallised from diethylether

Sources & evidence

ORD record
ord-6ee4e494383e492daff3886e2cec3e1d
Source dataset
uspto-grants-2001_07
Patent number
US06255327B1

Reaction notes

Loading…