1,3-Bis(diphenylphosphino)propane → HCID 10857821, compound

HRID 1873090Notes

Reaction equation

HRID 1873090 reaction equation
[C:1]1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:30]=[C:31]([P:38](=[O:45])([O:42][CH2:43][CH3:44])[O:39][CH2:40][CH3:41])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:30]=[C:31]([P:38](=[O:45])([O:42][CH2:43][CH3:44])[O:39][CH2:40][CH3:41])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].[CH:31]([P:38](=[O:45])([O:39][CH2:40][CH3:41])[O:42][CH2:43][CH3:44])=[CH:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:1]

Participants

5

Reactant 2

HCID 812191,3-Bis(diphenylphosphino)propaneHCID 10857821HCID 10857821, compound

Product 2

HCID 10857821HCID 10857821, compoundHCID 54302676Diethyl oct-1-en-1-ylphosphonate

Reagents, catalysts & solvents 1

HCID 167845palladium(II) acetateCatalyst

Procedure

Example 8 was repeated in the same manner as described except that the amount of each of palladium acetate and 1,3-bis(diphenylphosphino)propane was reduced to 1/10 and that the reaction was performed at 100° C. for 36 hours. The proton NMR analysis of the resulting reaction mixture revealed that an isomeric mixture of (a) dimethyl 1-octen-2-yl-phosphonate and (b) dimethyl 1-octen-1-yl-phosphonate was obtained with a yield of 100% and that the weight ratio of the former phosphonate (a) to the latter phosphonate (b) was 98:2.

Workup

  1. customThe proton NMR analysis of the resulting reaction mixture

Sources & evidence

ORD record
ord-13d66fd442774835bcb4bdb62ef35d57
Source dataset
uspto-grants-2000_08
Patent number
US06111127

Reaction notes

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