Hydrochloric Acid → HCID 22039042, compound

HRID 1841737Notes

Reaction equation

HRID 1841737 reaction equation
CC1(C)CO[CH:5]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:9]=2[C:18]2[N:22]=[C:21]([CH3:23])[O:20][N:19]=2)[O:4]C1.Cl.C([O-])(O)=O.[Na+]>CC(C)=O>[CH3:17][O:16][C:11]1[C:12]([O:14][CH3:15])=[CH:13][C:8]([CH:5]=[O:4])=[C:9]([C:18]2[N:22]=[C:21]([CH3:23])[O:20][N:19]=2)[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 22039040HCID 22039040, compound

Product 1

HCID 22039042HCID 22039042, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

g of 3-[2-(5,5-dimethyl-[1,3]dioxan-2-yl)-4,5-dimethoxy-phenyl]-5-methyl-[1,2,4]-oxadiazole were stirred in 100 ml of acetone in the presence of 10 ml of concentrated HCl for 3 hrs. at room temperature. Then, the pH of the reaction mixture was adjusted to 7 with saturated NaHCO3 solution, the acetone was removed in a vacuum and the mixture was extracted with ethyl acetate. After removal of the solvent the residue was purified by column chromatography (CH2Cl2/ethyl acetate) and there were obtained 1.12 g of 4,5-dimethoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzaldehyde as a white solid; MS: 248 ([M]+).

Workup

  1. customat room temperature
  2. customthe acetone was removed in a vacuum
  3. extractionthe mixture was extracted with ethyl acetate
  4. customAfter removal of the solvent the residue
  5. customwas purified by column chromatography (CH2Cl2/ethyl acetate)

Sources & evidence

ORD record
ord-99784081b5234a5e9c94d12d35d867ef
Source dataset
uspto-grants-2004_01
Patent number
US06683215B2

Reaction notes

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