Propylene Oxide → HCID 59151229, compound

HRID 537888Notes

Reaction equation

HRID 537888 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH:12]=[O:13])[NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:20]1[O:23][CH:21]1[CH3:22]>C(O)C>[OH:23][CH:21]([CH3:22])[CH2:20][N:10]1[CH:11]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[C:9]1[CH:12]=[O:13]

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 10340Sodium CarbonateHCID 178519948HCID 178519948, compound

Product 1

HCID 59151229HCID 59151229, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

In a closed vessel a slurry of 4-phenyl-1H-imidazole-2-carbaldehyde (200 mg, 1.16 mmol) and sodium carbonate (60 mg, 0.6 mmol) in ethanol (4 mL) was treated with propylene oxide (170 μL, 2.4 mmol) and heated at 100° C. for 3 h. The cooled solution was filtered and the solids washed with DCM. The volatiles were removed in vacuo to yield the crude title compound which was used without further purification (250 mg, 63%). LC-MS: m/z=231.5 (MH+), tR=0.41 min, method A

Workup

  1. filtrationThe cooled solution was filtered
  2. washthe solids washed with DCM
  3. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-dbd9c931291947cab3df5013f7206aa8
Source dataset
uspto-grants-2014_10
Patent number
US08865711B2

Reaction notes

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