Hydrochloric Acid → HCID 66672505, compound

HRID 1514649Notes

Reaction equation

HRID 1514649 reaction equation
[C:1]([C:5]1[N:9]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([CH3:18])=[C:7]([C:19]([O:21]CC)=[O:20])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>C(O)C>[C:1]([C:5]1[N:9]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:8]([CH3:18])=[C:7]([C:19]([OH:21])=[O:20])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 14797Potassium HydroxideHCID 66670270HCID 66670270, compound

Product 1

HCID 66672505HCID 66672505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A 300 mg portion of ethyl 5-tert-butyl-2-methyl-1-(2-phenylethyl)-1H-pyrrole-3-carboxylate was suspended in 9 ml of ethanol, and 1.8 ml of a 8 M potassium hydroxide aqueous solution was added, followed by stirring overnight at 100° C. The reaction liquid was cooled to room temperature, adjusted to pH 1 by adding 6 M hydrochloric acid and 1 M hydrochloric acid under ice-cooling, and then stirred at the same temperature for 1 hour. The resulting solid was collected by filtration, washed with water and then dried at 90° C. under a reduced pressure to obtain 269 mg of 5-tert-butyl-2-methyl-1-(2-phenylethyl)-1H-pyrrole-3-carboxylic acid as a colorless solid.

Workup

  1. customThe reaction liquid
  2. temperaturewas cooled to room temperature
  3. temperaturecooling
  4. stirringstirred at the same temperature for 1 hour
  5. filtrationThe resulting solid was collected by filtration
  6. washwashed with water
  7. customdried at 90° C. under a reduced pressure

Sources & evidence

ORD record
ord-87fabf01b21f4be083f0bbb2adee0f61
Source dataset
uspto-grants-2012_07
Patent number
US08222274B2

Reaction notes

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