HCID 18928092, compound → HCID 18928082, compound

HRID 1079310Notes

Reaction equation

HRID 1079310 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][P:9]2(=[O:14])[O:13][CH2:12][CH2:11][O:10]2)=[CH:6][CH:5]=1)([O-])=O>[C].[Pd].CO>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][P:9]2(=[O:14])[O:10][CH2:11][CH2:12][O:13]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18928092HCID 18928092, compound

Product 1

HCID 18928082HCID 18928082, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-(4-nitrobenzyl)-1,3,2-dioxaphospholane-2-oxide (8.56 g), palladium-carbon (5%, 50% wet, 4.0 g) and methanol (300 ml) was subjected to a catalytic hydrogenation at room temperature and under 1 atm. After the catalyst was filtered off, the flitrate was concentrated under reduced pressure to yield 2-(4-aminobenzyl)-1,3,2-dioxaphospholane-2-oxide (4.25 g, 57%), which was then recrystallized from ethanol-hexane to yield colorless prisms having a melting point of 183° to 184° C.

Workup

  1. customwas subjected to a catalytic hydrogenation at room temperature and under 1 atm
  2. filtrationAfter the catalyst was filtered off
  3. concentrationthe flitrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ec9a87f0adc14e008b0cebdb5a311c46
Source dataset
uspto-grants-1996_12
Patent number
US05580863

Reaction notes

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