Methyl iodide → HCID 86727007, compound

HRID 1770365Notes

Reaction equation

HRID 1770365 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]([OH:25])([CH:23]=[CH2:24])[CH2:17][N:18]1[CH:22]=[N:21][CH:20]=[N:19]1.[H-].[Na+].CI.Cl[CH2:31]Cl>C1COCC1.[Cl-].[Na+].O>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)[CH:5]=[CH:4][C:3]=1[C:16]([O:25][CH3:31])([CH:23]=[CH2:24])[CH2:17][N:18]1[CH:22]=[N:21][CH:20]=[N:19]1

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 6344DichloromethaneHCID 24758Sodium hydrideHCID 86727008HCID 86727008, compound

Product 1

HCID 86727007HCID 86727007, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)but-3-en-2-ol (0.4 g) was dissolved in THF (10 mL) and sodium hydride (0.03 g) was added. The mixture was stirred for 30 min at room temperature and methyl iodide (0.08 mL) was added. The mixture was then heated for 10 h to reflux. Brine and dichloro methane were added, the organic phase was dried and evaporated to obtain the crude product. This was purified by column chromatography to obtain 0.04 g of the desired compound.

Workup

  1. temperatureThe mixture was then heated for 10 h
  2. temperatureto reflux
  3. customthe organic phase was dried
  4. customevaporated
  5. customto obtain the crude product
  6. customThis was purified by column chromatography

Sources & evidence

ORD record
ord-a0f60c01467e4bb49e4d352d2ae3b07f
Source dataset
uspto-grants-2016_02
Patent number
US09247747B2

Reaction notes

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