Allylamine → HCID 53890607, compound

HRID 2413067Notes

Reaction equation

HRID 2413067 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]([N:5]([CH2:14][P:15]([O:19]Cl)([O:17]Cl)=[O:16])[CH2:6][C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])=[O:4].[CH2:23]([NH2:26])[CH:24]=[CH2:25]>CCOCC>[F:1][C:2]([F:22])([F:21])[C:3]([N:5]([CH2:14][P:15]([O:19][NH:26][CH2:23][CH:24]=[CH2:25])([O:17][NH:26][CH2:23][CH:24]=[CH2:25])=[O:16])[CH2:6][C:7]([O:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:8])=[O:4]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 53984889HCID 53984889, compound

Product 1

HCID 53890607HCID 53890607, compoundYield 71.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of butyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (7.9 g, 0.022 mole) in 200 ml. of ether was added slowly with good stirring allylamine (5.02 g, 0.088 mole) in 50 ml. of ether. The reaction was stirred overnight at room temperature, then was filtered, and the filtrate concentrated in vacuo. The residue was dissolved in ether, washed with water, dried over MgSO4, and concentrated in vacuo to yield butyl N-trifluoroacetyl-N-(bis(allylamino)phosphonomethyl)glycinate (6.8 g), ND =1.4624.

Workup

  1. filtrationwas filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. dissolutionThe residue was dissolved in ether
  4. washwashed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a1e26ea211484458b23448c92a8a9ce0
Source dataset
uspto-grants-1985_01
Patent number
US04496389

Reaction notes

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