Sodium Hydroxide → HCID 18333119, compound

HRID 2269704Notes

Reaction equation

HRID 2269704 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]2[N:14]=[C:13]([CH2:15][CH2:16][C:17]([O:19]C)=[O:18])[O:12][N:11]=2)=[CH:5][CH:4]=1.[OH-].[Na+]>C(O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]2[N:14]=[C:13]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])[O:12][N:11]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18332963HCID 18332963, compound

Product 1

HCID 18333119HCID 18333119, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Methyl 3-[3-(4-methoxyphenyl)methyl-1,2,4-oxadiazol-5-yl]propionate (2.4 g) was dissolved in a mixed solvent of ethanol (20 ml) and water (10 ml). Sodium hydroxide (3 g) was added to the reaction mixture, which was stirred at room temperature for one hour. The reaction mixture was concentrated. 2N hydrochloric acid was added to the residue to become acidic, which was extracted with ethyl acetate. The extract was washed with water, then dried and concentrated. The residue was recrystallized from ethyl acetate-hexane to obtain the entitled compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. addition2N hydrochloric acid was added to the residue
  3. extractionwhich was extracted with ethyl acetate
  4. washThe extract was washed with water
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was recrystallized from ethyl acetate-hexane
  8. customto obtain the entitled compound

Sources & evidence

ORD record
ord-ee3ddaf1ef654a6a89e0b25e8828ab7a
Source dataset
uspto-grants-2001_12
Patent number
US06329389B1

Reaction notes

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