Tris(2-chloroethyl) phosphite → HCID 53993288, compound

HRID 1834127Notes

Reaction equation

HRID 1834127 reaction equation
[P:1]([O:10][CH2:11][CH2:12][Cl:13])([O:6][CH2:7][CH2:8][Cl:9])[O:2]CCCl.[C:14]([C:18]1[C:19]([OH:28])=[C:20]([CH3:27])[C:21]([CH3:26])=[C:22]([CH:25]=1)[CH2:23]Cl)([CH3:17])([CH3:16])[CH3:15]>C1(C)C(C)=CC=CC=1>[C:14]([C:18]1[C:19]([OH:28])=[C:20]([CH3:27])[C:21]([CH3:26])=[C:22]([CH:25]=1)[CH2:23][P:1](=[O:2])([O:6][CH2:7][CH2:8][Cl:9])[O:10][CH2:11][CH2:12][Cl:13])([CH3:17])([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 8783Tris(2-chloroethyl) phosphiteHCID 20374138HCID 20374138, compound

Product 1

HCID 53993288HCID 53993288, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

13.45 tris-(2-chloroethyl) phosphite and 11.55 grams of the compound of Example 9 dissolved in 50 ml of dry xylene were mixed together and heated at 65° for 3 hours and then at 110° to 115° C for 2 1/2 hours during which 1,2-dichloroethane distilled out of the reaction mixture and was collected in a trap. The reaction mixture was freed of solvent at reduced pressure, the resulting solid was triturated with petroleum ether and then recrystallized successively from a solvent mixture of benzene-hexane and then from toluene, yielding the desired product as white crystals melting at 133° to 135° C (Compound 9).

Workup

  1. additionwere mixed together
  2. temperatureheated at 65° for 3 hours
  3. distillationat 110° to 115° C for 2 1/2 hours during which 1,2-dichloroethane distilled out of the reaction mixture
  4. customwas collected in a trap
  5. customthe resulting solid was triturated with petroleum ether
  6. customrecrystallized successively from a solvent mixture of benzene-hexane

Sources & evidence

ORD record
ord-614eff313b2c492abb96d5f353ba0b26
Source dataset
uspto-grants-1978_01
Patent number
US04069200

Reaction notes

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