HCID 19084753, compound → HCID 19084752, compound

HRID 962415Notes

Reaction equation

HRID 962415 reaction equation
[OH:1][C:2]([P:13]([OH:16])([OH:15])=[O:14])([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[C:3]([OH:5])=[O:4]>[Pd].O>[OH:1][C:2]([P:13]([OH:15])([OH:16])=[O:14])([CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][NH:8]1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 1

HCID 19084753HCID 19084753, compound

Product 1

HCID 19084752HCID 19084752, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A mixture of 1 g of 2-hydroxy-2-phosphono-3-(2-pyridinyl)propanoic acid and 0.5 g of palladium on charcoal catalyst in 50 ml of distilled water is hydrogenated on a Parr apparatus at 40 PSI for about 2 days. The catalyst is removed by filtration, and the filtrate is concentrated to a few mls. Ethanol is added slowly to precipitate a solid, which is recrystallized from water/ethanol to afford 2-hydroxy-3-(2-piperidinyl)-2-phosphonopropanoic acid.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated to a few mls
  3. additionEthanol is added slowly
  4. customto precipitate a solid, which
  5. customis recrystallized from water/ethanol

Sources & evidence

ORD record
ord-4537319ba060459aa8e9a9023aa5cfc1
Source dataset
uspto-grants-1998_06
Patent number
US05760021

Reaction notes

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