Water → HCID 19075258, compound

HRID 965102Notes

Reaction equation

HRID 965102 reaction equation
[CH2:1]([OH:7])[CH2:2][C:3]#[C:4][CH2:5][CH3:6].[H-].[Na+].Cl[C:11]1[C:15]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[N:14][O:13][N:12]=1.O>O1CCCC1>[CH2:1]([O:7][C:11]1[C:15]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[N:14][O:13][N:12]=1)[CH2:2][C:3]#[C:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 660833-Hexyn-1-olHCID 15180172HCID 15180172, compound

Product 1

HCID 19075258HCID 19075258, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 3-hexyn-1-ol (980 mg, 10 mmol) and sodium hydride (240 mg, 10 mmol) in dry tetrahydrofuran was added a solution of 3-(3-chloro-1,2,5-oxadiazol-4-yl)pyridine (450 mg, 2.5 mmol) in dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 2 h. Water was added and the mixture was extracted with ether. The. ether phase was dried and evaporated to give the title compound.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialether phase was dried
  3. customevaporated

Sources & evidence

ORD record
ord-b23587aecaf840d3bfb9c8c8d97d090f
Source dataset
uspto-grants-1998_06
Patent number
US05773452

Reaction notes

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