Phosphorus trichloride → HCID 18362409, compound

HRID 1978800Notes

Reaction equation

HRID 1978800 reaction equation
O[CH2:2][N:3]1[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4]1=[O:15].P(Cl)(Cl)[Cl:17]>CC(C)=O>[Cl:17][CH2:2][N:3]1[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4]1=[O:15]

Participants

4

Reactant 2

HCID 24387Phosphorus trichloride2×HCID 21201123HCID 21201123, compound

Product 1

HCID 18362409HCID 18362409, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 200 ml of acetone was suspended 20.3 g of N-hydroxymethyl-α-phenylmaleimide and then 4.6 ml of phosphorus trichloride was added in one portion at room temperature. After the mixture was stirred for 30 minutes, 5.0 ml of phosphorus trichloride was further added. After stirring for another one hour, the reaction solution was poured into ice-water and the crystals thus separated were collected by filtration. The crude crystal was dried under reduced pressure and then recrystallized from n-theptane/ethyl acetate to afford 12.1 g of N-chloromethyl-α-phenylmaleimide.

Workup

  1. stirringAfter stirring for another one hour
  2. customthe crystals thus separated
  3. filtrationwere collected by filtration
  4. customThe crude crystal was dried under reduced pressure
  5. customrecrystallized from n-theptane/ethyl acetate

Sources & evidence

ORD record
ord-fdf01bff6494447f98c16ca9107c9d10
Source dataset
uspto-grants-2001_05
Patent number
US06238752B1

Reaction notes

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