Acetone → HCID 178440085, compound

HRID 1918235Notes

Reaction equation

HRID 1918235 reaction equation
CC1(C)[C:9]2[NH:8][C:7]([CH2:10][CH2:11][CH3:12])=[N:6][C:5]=2[CH2:4][O:3]1.[OH-:14].[Na+].[CH3:16][C:17]([CH3:19])=[O:18]>>[OH:18][C:17]([C:9]1[N:8]=[C:7]([CH2:10][CH2:11][CH3:12])[NH:6][C:5]=1[C:4]([OH:14])=[O:3])([CH3:19])[CH3:16]

Participants

4

Reactant 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 178439985HCID 178439985, compound2×

Product 1

HCID 178440085HCID 178440085, compoundYield 96%

Procedure

5.0 grams of 4,4-dimethyl-2-propyl-4,6-dihydrofuro[3,4-d]imidazole (formula II) from Example 1, 30 ml of acetone and 50 ml of 10% sodium hydroxide solution were added into 250 ml eggplant flask and refluxed until the reaction completed. Part of the solvent was removed by evaporation, and then the reactant was adjusted to acidic by dropwise addition of concentrated hydrochloric acid. The precipitation was filtered, collected and dried to give 5.3 grams of 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid (formula III), resulting in a yield of 96%.

Workup

  1. temperaturerefluxed until the reaction
  2. customPart of the solvent was removed by evaporation
  3. additionacidic by dropwise addition of concentrated hydrochloric acid
  4. customThe precipitation
  5. filtrationwas filtered
  6. customcollected
  7. customdried

Sources & evidence

ORD record
ord-cbac0d9bb5b04dbcadf30dd2901025ff
Source dataset
uspto-grants-2013_12
Patent number
US08618308B2

Reaction notes

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