3-(Trifluoromethylsulfonyloxy)prop-1-yne → HCID 13931230, compound

HRID 543089Notes

Reaction equation

HRID 543089 reaction equation
[CH3:1][C:2]1[Te:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[F:11][C:12]([F:21])([F:20])[S:13]([O:16][CH2:17][C:18]#[CH:19])(=[O:15])=[O:14].[Te]1C2C=CC=CC=2N=C1>ClCCl.C(Cl)(Cl)(Cl)Cl>[F:11][C:12]([F:21])([F:20])[S:13]([O-:16])(=[O:15])=[O:14].[CH3:1][C:2]1[Te:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH2:19][C:18]#[CH:17]

Participants

6

Reactant 3

HCID 30848143-(Trifluoromethylsulfonyloxy)prop-1-yneHCID 132147951,3-BenzotellurazoleHCID 132147962-Methyl-1,3-benzotellurazole

Product 1

HCID 13931230HCID 13931230, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

2-Methylbenzotellurazole (Example 18) (0.81 g, 0.0033 mole) was dissolved in dichloromethane (30 ml). A solution in carbon tetrachloride (25 ml) of 2-propyn-1-yl trifluoromethanesulfonate, prepared as described above, (0.004 mole) was placed in a dropping funnel and added at room temperature under a nitrogen atmosphere to the benzotellurazole solution. The mixture was stirred for about 20 hours after the addition was complete, forming a white solid, which was isolated by filtration, washed with dichloromethane, and dried at room temperature under vacuum. Yield 0.60 g (42% of theory), m.p. 150°-152° C. The infrared, nuclear magnetic resonance and mass spectra were consistent with the structural formula.

Workup

  1. customwas placed in a dropping funnel
  2. additionafter the addition
  3. customforming a white solid
  4. customwhich was isolated by filtration
  5. washwashed with dichloromethane
  6. customdried at room temperature under vacuum

Sources & evidence

ORD record
ord-b738d99c44ad40339aa7afac499da834
Source dataset
uspto-grants-1987_04
Patent number
US04661438

Reaction notes

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