Methanol → P-methyl-2-cyano-5-(2-chloro-4-trifluoromethyl-phenoxy)phenylphosphinic acid

HRID 1284432Notes

Reaction equation

HRID 1284432 reaction equation
[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[Cl:23])[CH:9]=[CH:8][C:7]=1[C:24]#[N:25])(=[O:5])[O:3]C.C[Si](Br)(C)C.CO>C(Cl)Cl>[CH3:1][P:2]([C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[Cl:23])[CH:9]=[CH:8][C:7]=1[C:24]#[N:25])(=[O:3])[OH:5]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 54565077methyl P-methyl-2-cyano-5-(2-chloro-4-trifluoromethylphenoxy)-phenylphosphinate

Product 1

HCID 20251545P-methyl-2-cyano-5-(2-chloro-4-trifluoromethyl-phenoxy)phenylphosphinic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl P-methyl-2-cyano-5-(2-chloro-4-trifluoromethylphenoxy)-phenylphosphinate (0.46 g) in 10 ml of methylene chloride is added trimethylsilyl bromide (0.75 ml) dropwise. The mixture is stirred for 2 hours, after which methanol is added. The reaction is stripped and evaporated under vacuum to give P-methyl-2-cyano-5-(2-chloro-4-trifluoromethyl-phenoxy)phenylphosphinic acid, m/s 375 (M+).

Workup

  1. customevaporated under vacuum

Sources & evidence

ORD record
ord-7699aa7626af4cf09229a17a46799fc5
Source dataset
uspto-grants-1986_01
Patent number
US04563310

Reaction notes

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