Diethyl Ether → HCID 118379595, compound

HRID 708330Notes

Reaction equation

HRID 708330 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[CH3:9])#[CH:2].[O:10](C)[S:11]([C:14]([F:17])([F:16])[F:15])(=[O:13])=[O:12].[CH3:19]COCC>C(Cl)Cl>[F:15][C:14]([F:17])([F:16])[S:11]([O-:13])(=[O:12])=[O:10].[C:1]([C:3]1[CH:8]=[CH:7][N+:6]([CH3:19])=[CH:5][C:4]=1[CH3:9])#[CH:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 9526Methyl triflateHCID 569723424-Ethynyl-3-methylpyridine

Product 1

HCID 118379595HCID 118379595, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Prepared according to Rubinsztajn et al. Tetrahedron Lett. 1992, 33, 14, 1821-1824. To a solution of 4-ethynyl-3-methylpyridine (420 mg, 3.58 mmol) in DCM (10 mL) at 0° C. was added methyl triflate (450 μL, 3.94 mmol), drop-wise. After stirring for 30 min at 0° C., ether was added and the precipitate was collected and dried, affording the title compound (863 mg, 86%) as a light brown solid.

Workup

  1. customPrepared
  2. customthe precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-3af3de9d345d46ba8013ebc9042f545a
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

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