Methyl iodide → HCID 19371363, compound

HRID 129541Notes

Reaction equation

HRID 129541 reaction equation
[H-].[Na+].[CH3:3][C:4]([CH3:16])([C:6](=[O:15])[CH:7]([CH3:14])[C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])[CH3:5].[CH3:17]I>O1CCCC1>[CH3:10][C:9]([CH3:12])([C:8](=[O:13])[C:7]([CH3:17])([CH3:14])[C:6](=[O:15])[C:4]([CH3:3])([CH3:16])[CH3:5])[CH3:11]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2315862,2,4,6,6-pentamethylheptane-3,5-dione

Product 1

HCID 19371363HCID 19371363, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 1.6 g of NaH at 80% by weight in 42 ml of anhydrous tetrahydrofurane are added dropwise 8 g of 2,2,4,6,6-pentamethyl-3,5-heptanedione (0.04 moles). The content is stirred at ambient temperature until a homogeneous solution is obtained. 7.7 ml of methyl iodide are then added and a white precipitate forms almost immediately. The content is allowed to agitate at ambient temperature for 12 hours and then the solvent is evaporated. Some water is added (10 ml) and the content is extracted with ether and then anhydrated on Na2SO4. The ether is evaporated to the rotavapor, isolating a white needle-shaped solid, which is then purified by way of sublimation.

Workup

  1. customis obtained
  2. stirringto agitate at ambient temperature for 12 hours
  3. customthe solvent is evaporated
  4. additionSome water is added (10 ml)
  5. extractionthe content is extracted with ether
  6. customThe ether is evaporated to the rotavapor
  7. customisolating a white needle-shaped solid, which
  8. customis then purified by way of sublimation

Sources & evidence

ORD record
ord-c5707755485c42bd9fe11d595d0c79c4
Source dataset
uspto-grants-1995_11
Patent number
US05468704

Reaction notes

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