Allylamine → HCID 53890607, compound

HRID 223308Notes

Reaction equation

HRID 223308 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-ea06bad7017941a9b08fb7c51234a685
Source dataset
uspto-grants-1982_10
Patent number
US04353731

Reaction notes

Loading…