Water → HCID 13193059, compound

HRID 1649886Notes

Reaction equation

HRID 1649886 reaction equation
[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[N:7]1([CH2:12][C:13]([C:15]2([CH2:20][CH3:21])[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH:11]=[N:10][CH:9]=[N:8]1.C(=O)([O-])[O-].[K+].[K+].O>O1CCCC1>[Cl:4][C:3]([Cl:6])([Cl:5])[CH:2]([OH:1])[CH:12]([N:7]1[CH:11]=[N:10][CH:9]=[N:8]1)[C:13]([C:15]1([CH2:20][CH3:21])[CH2:16][CH2:17][CH2:18][CH2:19]1)=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 6407ChloralHCID 11430Potassium CarbonateHCID 132091921-(1-Ethylcyclopentyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Product 1

HCID 13193059HCID 13193059, compoundYield 39.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9.3 g (0.064 mol) of chloral were added dropwise to 10.4 g (0.05 mol) of 1-ethylcyclopentyl (1,2,4-triazol-1-yl)methyl ketone (prepared as described in Example 1) and 13.8 g (0.1 mol) of ground potassium carbonate in 100 ml of tetrahydrofuran. The reaction mixture was stirred overnight at room temperature and was then stirred with water. The solid formed was filtered off under suction and recrystallized from ethyl acetate. 7 g (39.5% of theory) of 1,1,1-trichloro-2-hydroxy-3-(1,2,4-triazol-1-yl)-4-(1-ethylcyclopentan-1-yl)-butan-4-one of melting point 194° to 196° C. were obtained.

Workup

  1. customThe solid formed
  2. filtrationwas filtered off under suction
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a3ec81a1ece248718c711be1a2d82b60
Source dataset
uspto-grants-1990_05
Patent number
US04921967

Reaction notes

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