Water → HCID 13193059, compound

HRID 1085654Notes

Reaction equation

HRID 1085654 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-05b9007aef7e4c3c9a356a45a74220e1
Source dataset
uspto-grants-1991_04
Patent number
US05010208

Reaction notes

Loading…