3,5-Dimethylisoxazole → HCID 66685281, compound

HRID 922239Notes

Reaction equation

HRID 922239 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.[CH3:13][C:14]1[CH:18]=[C:17]([CH3:19])[O:16][N:15]=1>O>[CH3:13][C:14]1[C:18]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)[CH2:9][C:10]([OH:12])=[O:11])=[C:17]([CH3:19])[O:16][N:15]=1

Participants

4

Reactant 2

HCID 93123,5-DimethylisoxazoleHCID 637542P-Coumaric Acid

Product 1

HCID 66685281HCID 66685281, compoundYield 20.96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

To a 50 mL sealed was charged with (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid (3.0 g, 0.018 mmol) and 3,5-dimethyl-1,2-oxazole (3.54 g, 0.054 mmol) and heated at 130° C. for 16 h. The reaction mixture diluted with water (10 mL) was added and extracted with DCM (20 mL). The combined extract was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude material was taken for next step with out purification (1.0 g, yield: 20.96%).

Workup

  1. customTo a 50 mL sealed
  2. additionwas added
  3. extractionextracted with DCM (20 mL)
  4. extractionThe combined extract
  5. dry with materialwas dried over anhydrous Na2SO4
  6. customthe solvent was removed under reduced pressure
  7. customThe crude material was taken for next step with out purification (1.0 g, yield: 20.96%)

Sources & evidence

ORD record
ord-e314ef6836ff47bab9cede81e0971bb9
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

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