Sulfuryl chloride → Ethyl 2-iso-butoxyimino-4-chloro-3-oxobutyrate

HRID 2296098Notes

Reaction equation

HRID 2296098 reaction equation
[CH2:1]([O:5][N:6]=[C:7]([C:13](=[O:15])[CH3:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:2]([CH3:4])[CH3:3].S(Cl)([Cl:19])(=O)=O>C(O)(=O)C>[CH2:1]([O:5][N:6]=[C:7]([C:13](=[O:15])[CH2:14][Cl:19])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:2]([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 53699031Ethyl 2-[(2-methylpropoxy)imino]-3-oxobutanoate

Product 1

HCID 54168146Ethyl 2-iso-butoxyimino-4-chloro-3-oxobutyrateYield 65.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-iso-butoxyimino-3-oxobutyrate (syn isomer, 42 g.), acetic acid (42 ml.) and sulfuryl chloride (27.1 g.) were treated in a similar manner to that of Example F-(2) to give ethyl 2-iso-butoxyimino-4-chloro-3-oxobutyrate (syn isomer, 31.9 g.).

Sources & evidence

ORD record
ord-f871ecd8088b4bc6872d33f1ab7328ef
Source dataset
uspto-grants-1984_01
Patent number
US04427674

Reaction notes

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