Ethyl 4-methylpentanoate → HCID 69052716, compound

HRID 1815300Notes

Reaction equation

HRID 1815300 reaction equation
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[CH2:12]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:13]([CH3:15])[CH3:14].C([O-])(=O)C.[Na+]>O>[CH2:20]([O:19][C:17]([C:16]1[C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:3][NH:2][C:12]=1[CH:13]([CH3:15])[CH3:14])=[O:18])[CH3:21]

Participants

5

Reactant 3

HCID 117477Ethyl 4-methylpentanoateHCID 517045Sodium AcetateHCID 2723597Ethanone, 2-amino-1-phenyl-, hydrochloride (1:1)

Product 1

HCID 69052716HCID 69052716, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-aminoacetophenone hydrochloride (1 equiv.), ethyl isobutylacetate (1.2 equiv.) and sodium acetate (2.4 equiv.) in H2O was stirred at 100° C. for 18 hours and then cooled to room temperature. The aqueous layer was decanted off and the oil was dissolved in ethyl acetate. It was then washed with water and brine and then dried to give (93%) of 2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester as a red brown oil.

Workup

  1. temperaturecooled to room temperature
  2. customThe aqueous layer was decanted off
  3. dissolutionthe oil was dissolved in ethyl acetate
  4. washIt was then washed with water and brine
  5. customdried

Sources & evidence

ORD record
ord-83df263eee55429f9907a1f9cfc2c7b0
Source dataset
uspto-grants-2005_04
Patent number
US06878733B1

Reaction notes

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