HCID 57600319, compound → HCID 57600282, compound

HRID 2368622Notes

Reaction equation

HRID 2368622 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][C:7]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[O:9][N:8]=1)C>Cl.C1COCC1>[CH3:19][O:18][C:15]1[CH:14]=[CH:13][C:12]([C:10]2[O:9][N:8]=[C:7]([CH2:6][CH2:5][CH:4]=[O:3])[N:11]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 57600319HCID 57600319, compound

Product 1

HCID 57600282HCID 57600282, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(3,3-diethoxypropyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole (1.0 g, 3.0 mmol) in 2N HCl (10 mL) and THF (10 mL) was stirred at room temperature overnight. The reaction mixture was extracted with EtOAc (3×). The organic layers were washed with water, dried over Na2SO4, filtered and concentrated to give the desired product. LCMS calculated for C12H13N2O3 (M+H): 233.1. Found: 233.1.

Workup

  1. extractionThe reaction mixture was extracted with EtOAc (3×)
  2. washThe organic layers were washed with water
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3a9f22328ef945b6803515f8b60e64ef
Source dataset
uspto-grants-2014_04
Patent number
US08703783B2

Reaction notes

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