Water → HCID 13193051, compound

HRID 371251Notes

Reaction equation

HRID 371251 reaction equation
[Cl:1][C:2]([Cl:7])([CH2:5][Cl:6])[CH:3]=[O:4].[CH3:8][C:9]1([C:12](=[O:19])[CH2:13][N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+].O>O1CCCC1>[Cl:6][CH2:5][C:2]([Cl:7])([Cl:1])[CH:3]([OH:4])[CH:13]([N:14]1[CH:18]=[N:17][CH:16]=[N:15]1)[C:12]([C:9]1([CH3:8])[CH2:10][CH2:11]1)=[O:19]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 246232,2,3-TrichloropropionaldehydeHCID 12760574HCID 12760574, compound

Product 1

HCID 13193051HCID 13193051, compoundYield 30.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

11.3 g of 2,2,3-trichloropropionaldehyde were added dropwise to 9.2 g (0.056 mol) of 1-methyl-1-(1,2,4-triazol-1-yl-acetyl)-cyclopropane in 120 ml of tetrahydrofuran and 13.6 g (0.1 mol) of potassium carbonate, the temperature increasing slightly. The reaction solution was stirred overnight at room temperature and was thereafter introduced into 500 ml of water. The resulting precipitate was filtered off under suction and recrystallized from methanol. 5.5 g (30% of theory) of 1,2,2-trichloro-3-hydroxy-4-(1,2,4-triazol-1-yl)-5-(1-methylcycloprop-1-yl)-pentan-5-one of melting point 182° to 186° C. were obtained.

Workup

  1. temperaturethe temperature increasing slightly
  2. filtrationThe resulting precipitate was filtered off under suction
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-aca94391de4b4fff8248eb8d8c6eaaed
Source dataset
uspto-grants-1985_07
Patent number
US04530715

Reaction notes

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