Ethyl 2-bromopropionate → HCID 15016305, compound

HRID 2106624Notes

Reaction equation

HRID 2106624 reaction equation
[OH:1][C:2]1[N:6]=[CH:5][N:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][C:14]([F:17])([F:16])[F:15])=[CH:9][CH:8]=2)[N:3]=1.[O-]CC.[Na+].[Na].Br[CH:24]([CH3:30])[C:25]([O:27][CH2:28][CH3:29])=[O:26]>CS(C)=O.C(O)C>[CH2:28]([O:27][C:25]([CH:24]([O:1][C:2]1[N:6]=[CH:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([O:13][C:14]([F:17])([F:15])[F:16])=[CH:11][CH:12]=2)[N:3]=1)[CH3:30])=[O:26])[CH3:29]

Participants

7

Reactant 4

HCID 79040Ethyl 2-bromopropionateHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 178518021HCID 178518021, compound

Product 1

HCID 15016305HCID 15016305, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 702EthanolSolvent

Procedure

Eleven g of 3-hydroxy-1-(4-trifluoromethoxyphenyl)-1,2,4-1H-triazole was dissolved in 100 ml of dimethylsulfoxide, and to it was added a solution of sodium ethoxide prepared from 1.2 g of sodium and 20 ml of absolute ethanol. An additional 100 ml of dimethylsulfoxide was added, and the solution was heated on the steam bath for 90 minutes. Then 8.3 g of ethyl 2-bromopropionate was added, and heating was continued for 90 minutes more. The solution was cooled and poured over ice water, and the solid was collected and dried to obtain 15 g of the desired product, m.p. 52°-53°.

Workup

  1. temperaturethe solution was heated on the steam bath for 90 minutes
  2. temperatureheating
  3. temperatureThe solution was cooled
  4. customthe solid was collected
  5. customdried

Sources & evidence

ORD record
ord-3017cb4b2dbc4d36a1076b8710724eaf
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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