Methyl chloroformate → HCID 178497430, compound

HRID 542290Notes

Reaction equation

HRID 542290 reaction equation
[CH3:1][O:2][C:3]([C:5]1([Na:10])[CH:9]=[CH:8][CH:7]=[CH:6]1)=[O:4].Cl[C:12]([O:14][CH3:15])=[O:13]>O1CCCC1>[CH3:15][O:14][C:12]([C:6]1[C:5]([C:3]([O:2][CH3:1])=[O:4])([Na:10])[CH:9]=[CH:8][CH:7]=1)=[O:13]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 178499033HCID 178499033, compound

Product 1

HCID 178497430HCID 178497430, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a tetrahydrofuran solution of methoxycarbonyl cyclopentadienyl sodium (28 mmol/28 ml) preparated by the Rausch method, a tetrahydrofuran solution of methyl chloroformate (2 g/30 ml) was added under cooling with ice. When the solution reached room temperature, it was filtered and concentrated under reduced pressure. Then, methylene chloride was added thereto to precipitate slightly pink precipitates. The precipitates were collected by filtration and dried to obtain 1.23 g of dimethoxycarbonylcyclopentadienyl sodium.

Workup

  1. temperatureunder cooling with ice
  2. customreached room temperature
  3. filtrationit was filtered
  4. concentrationconcentrated under reduced pressure
  5. additionThen, methylene chloride was added
  6. customto precipitate slightly pink precipitates
  7. filtrationThe precipitates were collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-de394d25f6b8409baa90eb6c01706638
Source dataset
uspto-grants-1987_04
Patent number
US04656299

Reaction notes

Loading…