Glufosinate → HCID 178476818, compound

HRID 1053534

Reaction equation

HRID 1053534 reaction equation
C[P:2]([OH:11])([CH2:4][CH2:5][CH:6](N)C(O)=O)=[O:3].P(Cl)(Cl)Cl.[Cl-:16].[Cl-].[Cl-].[Cl-].[Al+3].[CH2:21]=[CH2:22]>C(O)C>[Cl:16][CH2:6][CH2:5][CH2:4][PH:2](=[O:3])[O:11][CH2:21][CH3:22]

Participants

6

Reactant 4

HCID 4794GlufosinateHCID 6325EthyleneHCID 24387Phosphorus trichlorideHCID 25114082Aluminum tetrachloride

Product 1

HCID 178476818HCID 178476818, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Alternatively, another method of producing glufosinate generally comprises converting phosphorus trichloride to an adduct of methylphosphonous trichloride and aluminum tetrachloride (i.e., CH3PCl3.AlCl4). The adduct may be reacted with ethylene to form an intermediate adduct, which then may be reacted with ethanol to form ethyl 1-(2-chloroethyl)-methylphosphinate. Ethyl 1-(2-chlroethyl)-methylphosphinate may then be reacted with potassium hydroxide and ethanol to prepare the requisite ethyl vinylphosphinate precursor. The ethyl vinylphosphinate precursor is subjected to hydroformylation-aminocarbonylation, followed by hydrolysis of the hydroformylation-aminocarbonylation product in the presence of hydrochloric acid to produce glufosinate.

Workup

  1. customto form an intermediate adduct, which

Sources & evidence

ORD record
ord-b89d5643e0f34372973f9ff0beb82117
Source dataset
uspto-grants-2016_07
Patent number
US09394173B2

Linked notes

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