ChemicalBook CAS DataBase List 2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER

2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER synthesis

9synthesis methods

Product Name:2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER
CAS Number:14337-43-0
Molecular formula:C4H6ClNO3
Molecular Weight:151.55

Acetic acid, 2-(hydroxyimino)-, ethyl ester, (2E)-

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2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER

14337-43-0
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Yield:14337-43-0 94%

Reaction Conditions:

with chlorine in dichloromethane

Steps:

1.2 EXAMPLE 1
(2) Into a solution of the above obtained ethyl 2-hydroxyiminoacetate (1.17 g) in dry methylene chloride (40 ml) is gradually introduced gaseous chlorine (3.6 g) at 0° C. with cooling over a cryogen, and the resulting mixture is stirred below 0° C. for 1 hour and then stirred at room temperature for 1 hour. The product is crystallized from benzene/n-hexane to give ethyl 2-chloro-2hydroxyiminoacetate as colorless needles melting at 75° to 80° C. Yield is 94%. IR (CHCl₃): 1740 (ester), 3550 (hydroxy) cm^-1

References:

Shionogi & Co., Ltd. US4190728, 1980, A

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459-73-4 Synthesis