Methyl iodide → HCID 18752960, compound

HRID 1838226Notes

Reaction equation

HRID 1838226 reaction equation
[CH3:1]I.[H-].[Na+].[Cl:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:17]=1[O:24][CH3:25])[C:10](=[O:26])[C:9]2([C:28]1[CH:33]=[C:32]([CH2:34][OH:35])[CH:31]=[CH:30][C:29]=1[Cl:36])[CH3:27]>O1CCCC1>[Cl:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:17]=1[O:24][CH3:25])[C:10](=[O:26])[C:9]2([C:28]1[CH:33]=[C:32]([CH2:34][O:35][CH3:1])[CH:31]=[CH:30][C:29]=1[Cl:36])[CH3:27]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18752989HCID 18752989, compound

Product 1

HCID 18752960HCID 18752960, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.08 ml of methyl iodide and then, at 0° C., 0.02 g of sodium hydride as a 60% suspension in oil are added to 0.2 g of the compound of Example 140 in 2 ml of tetrahydrofuran. After stirring for 16 hours at room temperature, the reaction mixture is hydrolysed with a 5% aqueous ammonium chloride solution and extraction is carried out with ethyl acetate. The organic phase is washed with water and dried over anhydrous sodium sulphate. The solvents are evaporated under reduced pressure. The product is obtained after crystallization from n-pentane; M.p.=122° C.

Workup

  1. extractionthe reaction mixture is hydrolysed with a 5% aqueous ammonium chloride solution and extraction
  2. washThe organic phase is washed with water
  3. dry with materialdried over anhydrous sodium sulphate
  4. customThe solvents are evaporated under reduced pressure
  5. customThe product is obtained
  6. customafter crystallization from n-pentane

Sources & evidence

ORD record
ord-14173fc373b744a8b1efdd33d17c45d3
Source dataset
uspto-grants-2004_01
Patent number
US06673790B1

Reaction notes

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