Iodoethane → HCID 54397045, compound

HRID 1287256Notes

Reaction equation

HRID 1287256 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:16])=[C:8]2[C:14]([CH3:15])=[N:13][O:12][C:9]2=[N:10][CH:11]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:23](I)[CH3:24].C(OC(C1C=NC2=NOC(C)=C2C=1OCC)=O)C>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:16][CH2:23][CH3:24])=[C:8]2[C:14]([CH3:15])=[N:13][O:12][C:9]2=[N:10][CH:11]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 54293129HCID 54293129, compoundHCID 178469711HCID 178469711, compound

Product 1

HCID 54397045HCID 54397045, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.22 g. of 4-Hydroxy-3-methylisoxazolo[5,4-b]pyridine-5-carboxylic acid ethyl ester (0.1 mol.) are dissolved in 150 ml. of ethanol and 28 g. of potassium carbonate (0.2 mol.). 31 g. of ethyl iodide (0.2 mol.) are added. The mixture is heated with stirring for 6 hours. The hot solution is filtered and the solvent evaporated. The oily residue yields on crystallization with methanol 18.2 g. of 4-ethoxy-3-methylisoxazolo-[3,4-b]pyridine-5-carboxylic acid ethyl ester (73%), m.p. 62°.

Workup

  1. temperatureThe mixture is heated
  2. filtrationThe hot solution is filtered
  3. customthe solvent evaporated
  4. customThe oily residue yields on crystallization with methanol 18.2 g

Sources & evidence

ORD record
ord-6980d4d684f342f2b626c7dbad71df53
Source dataset
uspto-grants-1976_10
Patent number
US03984422

Reaction notes

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