Butylamine → HCID 53931766, compound

HRID 2413068Notes

Reaction equation

HRID 2413068 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][O:12][CH3:13])=[O:8])=[O:4].[CH2:23]([NH2:27])[CH2:24][CH2:25][CH3:26]>CCOCC>[F:1][C:2]([F:22])([F:21])[C:3]([N:5]([CH2:14][P:15]([O:19][NH:27][CH2:23][CH2:24][CH2:25][CH3:26])([O:17][NH:27][CH2:23][CH2:24][CH2:25][CH3:26])=[O:16])[CH2:6][C:7]([O:9][CH2:10][CH2:11][O:12][CH3:13])=[O:8])=[O:4]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 54338472HCID 54338472, compound

Product 1

HCID 53931766HCID 53931766, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 2-methoxyethyl N-trifluoroacetyl-N-(dichlorophosphonomethyl)glycinate (7.45 g, 0.0207 mole) in 125 ml. of ether was added dropwise with good stirring butylamine (6.05 g, 0.083 mole) in 40 ml. of ether. The reaction was stirred at room temperature overnight, then the reaction mixture was filtered, and the filtrate concentrated in vacuo. The residue was dissolved in fresh ether, washed with water, dried over MgSO4, and concentrated in vacuo to yield 2-methoxyethyl N-trifluoroacetyl-N-(bis(butylamino)phosphonomethyl)-glycinate (4.0 g), ND =1.4572.

Workup

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

Sources & evidence

ORD record
ord-bf44f2bbedc7438ca01cbb4645985044
Source dataset
uspto-grants-1985_01
Patent number
US04496389

Reaction notes

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