3-(Trifluoromethylsulfonyloxy)prop-1-yne → 5,6-Dimethoxy-2-methyl-3-(2-propyn-1-yl)benzotellurazolium Trifluoromethanesulfonate

HRID 543090Notes

Reaction equation

HRID 543090 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:13][CH3:14])=[CH:5][C:6]2[Te:10][C:9]([CH3:11])=[N:8][C:7]=2[CH:12]=1.[F:15][C:16]([F:25])([F:24])[S:17]([O:20][CH2:21][C:22]#[CH:23])(=[O:19])=[O:18]>ClCCl>[F:15][C:16]([F:25])([F:24])[S:17]([O-:20])(=[O:19])=[O:18].[CH3:1][O:2][C:3]1[C:4]([O:13][CH3:14])=[CH:5][C:6]2[Te:10][C:9]([CH3:11])=[N+:8]([CH2:23][C:22]#[CH:21])[C:7]=2[CH:12]=1

Participants

4

Reactant 2

HCID 30848143-(Trifluoromethylsulfonyloxy)prop-1-yneHCID 139312085,6-Dimethoxy-2-methylbenzotellurazole

Product 1

HCID 144534255,6-Dimethoxy-2-methyl-3-(2-propyn-1-yl)benzotellurazolium Trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5,6-Dimethoxy-2-methylbenzotellurazole (Example 19) (1.0 g, 0.033 mole) was dissolved in dichloromethane (25 ml). The solution of 2-propyn-1-yl trifluoromethanesulfonate, prepared as described above, was added from a dropping funnel under a nitrogen atmosphere. After completion of the addition the mixture was stirred for 16 hours at room temperature. The solid was isolated by filtration, washed with diethyl ether, and dried under vacuum at room temperature. Yield, 1.14 g (70% of theory). The infrared, nuclear magnetic resonance, and mass spectra were in agreement with that expected for the structural formula.

Workup

  1. additionwas added from a dropping funnel under a nitrogen atmosphere
  2. additionAfter completion of the addition the mixture
  3. customThe solid was isolated by filtration
  4. washwashed with diethyl ether
  5. customdried under vacuum at room temperature
  6. customYield

Sources & evidence

ORD record
ord-e2a7681d6e434d4584547fcbf6bd5bb9
Source dataset
uspto-grants-1987_04
Patent number
US04661438

Reaction notes

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