Potassium Hydroxide → HCID 11145464, compound

HRID 382823Notes

Reaction equation

HRID 382823 reaction equation
[C:1]([C:14]1[C:18]([CH3:19])=[C:17]([CH2:20][C:21]([O:23]CC)=[O:22])[N:16]([CH2:26][C:27]2[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=2)/[CH:30]=[CH:31]/[C:32]([O:34]CC)=[O:33])[C:15]=1[CH3:40])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[K+]>C(O)C>[C:21]([CH2:20][C:17]1[N:16]([CH2:26][C:27]2[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=2)/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33])[C:15]([CH3:40])=[C:14]([C:1](=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:18]=1[CH3:19])([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 10918670HCID 10918670, compound

Product 1

HCID 11145464HCID 11145464, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 55 mg (0.1 mmol) of ethyl (E)-3-({3-dodecanoyl-5-[(ethoxycarbonyl)methyl]-2,4-dimethyl-pyrrol-1-yl}methyl)cinnamate, 12 ml of ethanol and 4 ml of 10% strength aqueous KOH solution is boiled for 1 h. Cooling is followed by dilution with water, acidification with dilute HCl and extraction with ether. The organic phase is washed with dilute HCl, dried over Na2SO4 and concentrated. The product is recrystallized from methanol/H2O.

Workup

  1. temperatureCooling
  2. extractionis followed by dilution with water, acidification with dilute HCl and extraction with ether
  3. washThe organic phase is washed with dilute HCl
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customThe product is recrystallized from methanol/H2O

Sources & evidence

ORD record
ord-596c1979fe26485e9a66350b5d3f3e0c
Source dataset
uspto-grants-2001_10
Patent number
US06310217B1

Reaction notes

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