Methanol → 3-(1-ethoxycarbonylbutoxy)-1-phenyl-1,2,4-1H-triazole

HRID 2106576Notes

Reaction equation

HRID 2106576 reaction equation
[Na].CO.[OH:4][C:5]1[N:9]=[CH:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=1.Br[CH:17]([CH2:23][CH2:24][CH3:25])[C:18]([O:20][CH2:21][CH3:22])=[O:19]>CS(C)=O>[CH2:21]([O:20][C:18]([CH:17]([O:4][C:5]1[N:9]=[CH:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=1)[CH2:23][CH2:24][CH3:25])=[O:19])[CH3:22]

Participants

6

Reactant 4

HCID 887MethanolHCID 79071Ethyl 2-bromovalerateHCID 5360545SodiumHCID 178517978HCID 178517978, compound

Product 1

HCID 150162513-(1-ethoxycarbonylbutoxy)-1-phenyl-1,2,4-1H-triazole

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The synthesis was carried out substantially as shown above in Example 7, except that it was necessary to chromatograph the product as described in Example 8. The reactants were 0.7 g of sodium, 20 ml of methanol, 5 g of 3-hydroxy-1-phenyl-1,2,4-lH-triazole and 6.5 g of ethyl 2-bromopentanoate. The solvent was 80 ml of dimethylsulfoxide. Five g of the desired product, an oil, was obtained.

Sources & evidence

ORD record
ord-cd6ae62ac6d94b2592414d0b0b3968d4
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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