1H-1,2,4-Triazole → HCID 13577000, compound

HRID 1534996Notes

Reaction equation

HRID 1534996 reaction equation
[CH:1]12[O:8][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2.C1CCCCCC=1.[NH:16]1[CH:20]=[N:19][CH:18]=[N:17]1>C(O)CC>[N:16]1([CH:1]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]2[OH:8])[CH:20]=[N:19][CH:18]=[N:17]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 12363CyclohepteneHCID 675128-Oxabicyclo(5.1.0)octane

Product 1

HCID 13577000HCID 13577000, compoundYield 35.8%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

Cycloheptene oxide (Vb) prepared from cycloheptene (10 g) in the same manner as in Example 23(1), propanol (25 ml) and 1,2,4-triazole (8.6 g) were made to react at 100° C. for 4 hours and the propanol was removed by evaporation. After addition of a small amount of water, the reaction mixture was extracted with chloroform. The residue was washed with a saturated aqueous solution of sodium chloride, dried and evaporated. The residue was recrystallized from ether-hexane to give 2-(1,2,4-triazole-1-yl)cycloheptanol (IVd) (13.3 g) melting at 85°-86° C. (yield 35.8%).

Workup

  1. customto react at 100° C. for 4 hours
  2. customthe propanol was removed by evaporation
  3. additionAfter addition of a small amount of water
  4. extractionthe reaction mixture was extracted with chloroform
  5. washThe residue was washed with a saturated aqueous solution of sodium chloride
  6. customdried
  7. customevaporated
  8. customThe residue was recrystallized from ether-hexane

Sources & evidence

ORD record
ord-69e3485ce6a64e7b9c4410d57cf18bb1
Source dataset
uspto-grants-1992_02
Patent number
US05091539

Reaction notes

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