Sodium Hydroxide → HCID 11449118, compound

HRID 551756Notes

Reaction equation

HRID 551756 reaction equation
[OH-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:13]=[C:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])[O:11][N:10]=1>CO>[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:13]=[C:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[O:11][N:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67170013HCID 67170013, compound

Product 1

HCID 11449118HCID 11449118, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 2 N sodium hydroxide (20 mL) to a solution of ethyl 8-(3-pyridin-2-yl[1,2,4]oxadiazol-5-yl)octanoate in methanol (100 mL) at room temperature under nitrogen and stir the mixture for 3 hours. Remove the solvent under reduced pressure, dilute the residue with water and wash with diethyl ether. Adjust the aqueous layer to pH 1 with 2 N HCl and collect the solids by vacuum filtration to afford the title compound. APCI mass spectrum m/z 288 [C15H19N3O3—H]−.

Workup

  1. customRemove the solvent under reduced pressure
  2. additiondilute the residue with water
  3. washwash with diethyl ether
  4. customcollect the solids
  5. filtrationby vacuum filtration

Sources & evidence

ORD record
ord-912e0daf6f91474aa62940d899711a7e
Source dataset
uspto-grants-2011_05
Patent number
US07947841B2

Reaction notes

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