Methyl chloroacetate → Acetic acid, [(3,5,6-trichloro-2-pyridinyl)oxy]-, methyl ester

HRID 235987

Reaktionsgleichung

Reaktionsgleichung von HRID 235987
[C:1](=O)([O:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([Cl:12])=[C:7]([Cl:13])[N:6]=1)OC.ClC[C:17]([O:19][CH3:20])=[O:18]>>[Cl:11][C:10]1[C:5]([O:4][CH2:1][C:17]([O:19][CH3:20])=[O:18])=[N:6][C:7]([Cl:13])=[C:8]([Cl:12])[CH:9]=1

Komponenten

3

Edukt 2

HCID 7295Methyl chloroacetateHCID 20218094Methyl 3,5,6-trichloro-2-pyridyl carbonate

Produkt 1

HCID 94596Acetic acid, [(3,5,6-trichloro-2-pyridinyl)oxy]-, methyl ester

Versuchsvorschrift

Mixtures of 2.56 g (0.01 g mole) of methyl 3,5,6-trichloro-2-pyridyl carbonate, 0.01 to 0.1 g mole of methyl chloroacetate, and initiator as noted were heated at 100° C. until gas evolution had stopped. Unreacted methyl chloroacetate was then removed from the reaction mixture using a rotary evaporator. The crude product remaining was analyzed by gas chromatography. In each case, a good yield (about 2.8 g of crude product) of the expected 3,5,6-trichloro-2-pyridoxyacetic acid, methyl ester (III) was found with only small amounts of by-products IV, V, and VI as shown schematically below. ##STR2## The reaction conditions and results are listed in detail in Table II.

Aufarbeitung

  1. customUnreacted methyl chloroacetate was then removed from the reaction mixture
  2. customa rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-e7e1a05f5f7b4f89996c0768a813978b
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04642349

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