Diphosgene → HCID 18322310, compound

HRID 1698850Notes

Reaction equation

HRID 1698850 reaction equation
[CH2:1]([C:3]1[C:7](=[O:8])[O:6][NH:5][C:4]=1[CH2:9][CH2:10][CH3:11])[CH3:2].O=C(Cl)[O:14][C:15](Cl)(Cl)[Cl:16]>ClCCl>[CH2:1]([C:3]1[C:7](=[O:8])[O:6][N:5]([C:15]([Cl:16])=[O:14])[C:4]=1[CH2:9][CH2:10][CH3:11])[CH3:2]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 18322312HCID 18322312, compound

Product 1

HCID 18322310HCID 18322310, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

At 0° C., 15 g (96.65 mmol) of 4-ethyl-3-propyl-5(2H)-isoxazolone in 150 ml of dichloromethane are admixed with 27.81 g (144.98 mmol) of diphosgene, and the mixture is then stirred at 0° C. for 6 h. To remove excess phosgene, argon was passed through the reaction mixture at RT for 1 h, the exhaust gas being neutralized by sodium hydroxide. The solution was concentrated and the product was distilled under reduced pressure. B.p.mbar 125-30° C.

Workup

  1. customAt 0° C.
  2. customTo remove excess phosgene, argon
  3. waitwas passed through the reaction mixture at RT for 1 h
  4. concentrationThe solution was concentrated
  5. distillationthe product was distilled under reduced pressure
  6. customB.p.mbar 125-30° C.

Sources & evidence

ORD record
ord-3086dae2cc4a49daa5c711971686d00d
Source dataset
uspto-grants-2002_02
Patent number
US06344471B1

Reaction notes

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