Sodium Iodide → 1-Iodoethyl ethyl carbonate

HRID 501776Notes

Reaction equation

HRID 501776 reaction equation
[C:1](=[O:9])([O:6][CH2:7][CH3:8])[O:2][CH:3](Cl)[CH3:4].[I-:10].[Na+]>C(#N)C>[C:1](=[O:9])([O:2][CH:3]([I:10])[CH3:4])[O:6][CH2:7][CH3:8]

Participants

4

Conditions

Temperature
60 °C

Procedure

3.00 g of 1-chloroethyl ethyl carbonate was dissolved in 90 mL of acetonitrile, to which 13.3 g of sodium iodide was added, and this mixture was stirred for 1.5 hours at 60° C. This mixture was cooled to room temperature, followed by concentration thereof under reduced pressure, and then insoluble substances were filtered out thereof by adding diethyl ether to the residue. The resultant filtrate was concentrated under reduced pressure to yield 4.60 g of ethyl 1-iodoethyl carbonate as orange oil.

Workup

  1. additionwas added
  2. temperatureThis mixture was cooled to room temperature
  3. concentrationfollowed by concentration
  4. filtrationunder reduced pressure, and then insoluble substances were filtered out thereof
  5. additionby adding diethyl ether to the residue
  6. concentrationThe resultant filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e861ee86b1ce4d22b553e758bbc6e963
Source dataset
uspto-grants-2010_08
Patent number
US07772285B2

Reaction notes

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