(3-PHENYL-ALLYL)-PHOSPHONIC ACID DIETHYL ESTER → HCID 10538986, compound

HRID 1459033Notes

Reaction equation

HRID 1459033 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[CH2:9][P:10]([O:15][CH2:16][CH3:17])(=[O:14])[O:11][CH2:12][CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[C:1]1([CH2:7][CH2:8][CH2:9][P:10](=[O:14])([O:11][CH2:12][CH3:13])[O:15][CH2:16][CH3:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 5914782(3-PHENYL-ALLYL)-PHOSPHONIC ACID DIETHYL ESTER

Product 1

HCID 10538986HCID 10538986, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of compound 5e (30 mg) in ethanol (5 mL) was hydrogenated over 10% Pd/C (5 mg) at atmospheric pressure. The mixture was vigorously stirred at r.t for 3 h, whereupon the catalyst was removed by filtration and the filtrate concentrated under reduced pressure to afford 7a as a colorless oil (30 mg, 99% yield). 1H NMR (CDCl3) δ1.30 (t, J=7.1 Hz, 6 H), 1.69-1.77 (m, 2 H), 1.91-1.94 (m, 2 H), 2.69 (t, J=7.5 Hz, 2 H), 4.04-4.10 (m, 4 H), 7.16-7.30 (m, 5 H).

Workup

  1. customwas removed by filtration
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-58a07b6bfbd64df0957580278dc1ac9b
Source dataset
uspto-grants-1998_12
Patent number
US05852198

Reaction notes

Loading…