Hydrochloric Acid → Diethyl 3-(2-(2-aminoethoxy)ethoxy)-1,1-difluoropropylphosphonate hydrochloride

HRID 2204952Notes

Reaction equation

HRID 2204952 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][C:12]([P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])([F:14])[F:13])=[N+]=[N-].[ClH:23].CCOCC>CCO.[OH-].[Pd+2].[OH-]>[ClH:23].[NH2:1][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][C:12]([P:15](=[O:22])([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])([F:14])[F:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86678262Diethyl 3-(2-(2-azidoethoxy)ethoxy)-1,1-difluoropropylphosphonate

Product 1

HCID 86678263Diethyl 3-(2-(2-aminoethoxy)ethoxy)-1,1-difluoropropylphosphonate hydrochloride

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of diethyl 3-(2-(2-azidoethoxy)ethoxy)-1,1-difluoropropylphosphonate (1 eq) in EtOH (2 M) solution was added palladium hydroxide (0.05 eq) and 2 M HCl in ether (1.1 eq). The reaction mixture was stirred under hydrogen (1 atm) overnight. The palladium was filtered off and the filtrate was concentrated en vaccuo. The crude mixture was used for the next reaction without further purification.

Workup

  1. filtrationThe palladium was filtered off
  2. concentrationthe filtrate was concentrated en vaccuo
  3. customThe crude mixture was used for the next reaction without further purification

Sources & evidence

ORD record
ord-66ebf1fe3c70488b8b13f67f223d02fc
Source dataset
uspto-grants-2016_06
Patent number
US09365506B2

Reaction notes

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