Sodium Iodide → Iodomethyl pivalate

HRID 1620394Notes

Reaction equation

HRID 1620394 reaction equation
[C:1]([O:7][CH2:8]Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Na+].[I-:11]>CC#N>[C:1]([O:7][CH2:8][I:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Procedure

Chloromethyl pivalate (1.0 mL, 6.90 mmol) was added to a mixture of NaI (2.08 g, 13.80 mmol) and dry MeCN (10 mL). The reaction mixture was stirred at room temperature overnight in the dark. The mixture was evaporated to dryness. The resulting residue was dissolved in dichloromethane and washed with 5% aqueous NaHSO3 and brine. The organic layer was dried over Na2SO4 and evaporated to dryness. The resulting iodomethyl pivalate was used without further purification in the next step.

Workup

  1. customThe mixture was evaporated to dryness
  2. dissolutionThe resulting residue was dissolved in dichloromethane
  3. washwashed with 5% aqueous NaHSO3 and brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated to dryness
  6. customThe resulting iodomethyl pivalate was used without further purification in the next step

Sources & evidence

ORD record
ord-fd9408826423409db1086e8a791b574d
Source dataset
uspto-grants-2014_07
Patent number
US08772474B2

Reaction notes

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