HCID 18472377, compound → HCID 18472500, compound

HRID 1387917Notes

Reaction equation

HRID 1387917 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8][P:9](=[O:16])([CH2:13][CH2:14][CH3:15])[CH2:10][CH2:11][CH3:12])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:18]=[CH:17][C:7]([CH2:8][P:9](=[O:16])([CH2:10][CH2:11][CH3:12])[CH2:13][CH2:14][CH3:15])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18472377HCID 18472377, compound

Product 1

HCID 18472500HCID 18472500, compoundYield 66.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-nitrobenzyldipropylphosphine oxide (3.0 g) and 5% Pd—C (0.3 g) in ethanol (50 ml) was vigorously stirred under hydrogen atmosphere for 16 hours, and the Pd—C was filtered off. The filtrate was concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethanol/ethyl acetate=1:5→1:4) and recrystallized from ethanol-ethyl acetate to give 4-aminobenzyldipropylphosphine oxide (1.78 g) as colorless crystals.

Workup

  1. filtrationthe Pd—C was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customThe residue was separated
  4. custompurified with column chromatography (ethanol/ethyl acetate=1:5→1:4)
  5. customrecrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-8e42d6854da04378b5df6b09c120025b
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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