Phenyl phosphorus dichloride → HCID 20352431, compound

HRID 371960Notes

Reaction equation

HRID 371960 reaction equation
C(P(C1C=CC=CC=1)(=O)OC1C=CC=CC=1)(O)=O.[C:19]1([P:25]([Cl:27])Cl)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:28]([C:30]1[CH:35]=[CH:34][C:33]([N+]#N)=[CH:32][CH:31]=1)#[N:29].F[B-](F)(F)F.[Al]>>[C:28]([C:30]1[CH:35]=[CH:34][C:33]([P:25]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[Cl:27])=[CH:32][CH:31]=1)#[N:29]

Participants

5

Reactant 4

HCID 12573Phenyl phosphorus dichlorideHCID 5359268AluminumHCID 11287388HCID 11287388, compoundHCID 131711098HCID 131711098, compound

Product 1

HCID 20352431HCID 20352431, compoundYield 47%

Procedure

P-CARBOXYPHENYL-PHENYLPHOSPHINIC ACID IS ALREADY KNOWN AND HAS BEEN PREPARED BY L. D. Quinn et al. with unsatisfactory yields (L. D. Quinn et al., J. org. Chem. 27, 4120 (1962): ##STR2## In this process, the reaction product of phenyldichlorophosphine and p-cyanophenyl-diazonium-tetrafluoroborate has to be subjected to a reduction with aluminum in order to obtain the p-cyanophenyl-phenylchlorophosphine. The yield is 47 % of the theoretical yield. This process can be carried out only with difficulty on a large scale, and the formation of large amounts of fluorine containing waste secondary products creates the problem of the pollution-free destruction thereof.

Workup

  1. customPREPARED BY L
  2. customQuinn et al. with unsatisfactory yields (L

Sources & evidence

ORD record
ord-4003b57ceb5a4aaa81a3477eae4919e4
Source dataset
uspto-grants-1978_05
Patent number
US04088677

Reaction notes

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