Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → HCID 20571382, compound

HRID 126984Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]([CH:16]([CH3:18])[CH3:17])[C:13]([NH2:15])=[O:14].Br[CH:20](C1C(C(N)=O)C1(C)C)C(Br)(Cl)Cl.F[B-](F)(F)F.C[O+](C)C>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]([CH:16]([CH3:18])[CH3:17])[C:13](=[NH:15])[O:14][CH3:20]

Participants

Reactant 3

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)

HCID 12953474HCID 12953474, compound

HCID 20571398HCID 20571398, compound

Product 1

HCID 20571382HCID 20571382, compound

Procedure

In like manner, each of 2-(2-chloro-4-trifluoromethylphenyl)-3-methylbutyramide and 3-(1,2-dibromo-2,2-dichloroethyl)-2,2-dimethylcyclopropaneamide is reacted with trimethyloxonium tetrafluoroborate, giving methyl 2-(2-chloro-4-trifluoromethylphenyl)-3-methylbutanimidate and methyl 2-(1,2-dibromo-2,2-dichloroethyl)-2,2-dimethylcyclopropanimidate, respectively. Each of these imidates is then reacted with 3-phenoxybenzyl alcohol to yield, respectively, 3-phenoxybenzyl 2-(2-chloro-4-trifluoromethylphenyl)-3-methylbutanimidate and 3-phenoxybenzyl 2-(1,2-dibromo-2,2-dichloroethyl)-2,2-dimethylcyclopropanimidate.

Sources & evidence

ORD record: ord-1207b497377c4013bfe6bd9dae6481db
Source dataset: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04254264

Reaction notes

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