HCID 178527015, compound → HCID 178507650, compound

HRID 565994Notes

Reaction equation

HRID 565994 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([CH2:8][PH2:9]=[O:10])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][PH2:9]=[O:10])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 178527015HCID 178527015, compound

Product 1

HCID 178507650HCID 178507650, compoundYield 59.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-(4-nitrobenzyl)phosphorane-1-oxide (1.80 g) and 10% Pd—C (0.2 g) in ethanol (30 ml) was vigorously stirred under hydrogen atmosphere for 24 hours, and the catalyst was filtered off. The filtrate was concentrated and purified with column chromatography (ethanol/ethyl acetate=1:2) and recrystallized from ethanol-diethylether to give 1-(4-aminobenzyl)phosphorane-1-oxide (0.90 g) as colorless crystals.

Workup

  1. filtrationthe catalyst was filtered off
  2. concentrationThe filtrate was concentrated
  3. custompurified with column chromatography (ethanol/ethyl acetate=1:2)
  4. customrecrystallized from ethanol-diethylether

Sources & evidence

ORD record
ord-977ac09bad3f46628c39944df3a332c9
Source dataset
uspto-grants-2001_01
Patent number
US06172061B2

Reaction notes

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