Ethyl chloroformate → Ethyl 2-ethoxycarbonyloxyimino-2-cyanoacetate

HRID 1283753Notes

Reaction equation

[OH:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].Cl[C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[CH2:15]([O:14][C:12]([O:1][N:2]=[C:3]([C:9]#[N:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:13])[CH3:16]

Participants

Reactant 2

HCID 10928Ethyl chloroformate

HCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetate

Product 1

HCID 54447666Ethyl 2-ethoxycarbonyloxyimino-2-cyanoacetateYield 74.3%

Procedure

The reaction of ethyl 2-hydroxyimino-2-cyanoacetate (8.5 g) with ethyl chloroformate (6.0 g) is carried out as in Example 3 to give ethyl 2-ethoxycarbonyloxyimino-2-cyanoacetate (8.8 g) as an oil.

Sources & evidence

ORD record: ord-ea93ba963e864772abb1601bfbcdd94e
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03976635

Reaction notes

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