Hydrochloric Acid → HCID 54037155, compound

HRID 579768Notes

Reaction equation

HRID 579768 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)[C:10]([O:15]C(C)=O)=[CH:11][CH2:12][CH2:13][CH3:14])=[CH:4][CH:3]=1.Cl.C(=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)[C:10](=[O:15])[CH2:11][CH2:12][CH2:13][CH3:14])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 54360324HCID 54360324, compound

Product 1

HCID 54037155HCID 54037155, compound

Conditions

Temperature
50 °C

Procedure

To the resulting 1-(4-chlorophenyl)-2-(1,2,4-triazole-1-yl)-3-acetoxyl-1,3-heptadiene (9 g) was added conc. hydrochloric acid (100 ml), and the mixture was heated to 50° C. for 2 hours and poured into ice water (500 ml). The aqueous liquor was neutralized with potassium carbonate and extracted with ethyl acetate (300 ml). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed by evaporation. The crystalline residue was recrystallized from a carbon tetrachloride/n-hexane (1:1) mixture to obtain 6 g of the II-B isomer of 1-(4-chlorophenyl)-2-(1,2,4-triazole-1-yl)-1-heptene-3-one.

Workup

  1. extractionextracted with ethyl acetate (300 ml)
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customthe solvent was removed by evaporation
  4. customThe crystalline residue was recrystallized from a carbon tetrachloride/n-hexane (1:1) mixture

Sources & evidence

ORD record
ord-9b30978feebd4118ab1376406a08bd0e
Source dataset
uspto-grants-1988_06
Patent number
US04749716

Reaction notes

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