Sulfuryl chloride → Ethyl 4-chloro-2-[(cyclohexyloxy)imino]-3-oxobutanoate

HRID 848266Notes

Reaction equation

HRID 848266 reaction equation
[CH:1]1([O:7][N:8]=[C:9]([C:15](=[O:17])[CH3:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:21])(=O)=O>C(O)(=O)C>[Cl:21][CH2:16][C:15](=[O:17])[C:9](=[N:8][O:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 54351806Ethyl 2-[(cyclohexyloxy)imino]-3-oxobutanoate

Product 1

HCID 53775948Ethyl 4-chloro-2-[(cyclohexyloxy)imino]-3-oxobutanoateYield 58.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-cyclohexyloxyimino-3-oxobutyrate (syn isomer, 41.3 g.), acetic acid (41.3 ml.) and sulfuryl chloride (23.8 g.) were treated in a similar manner to that of Example F-(2) to give ethyl 4-chloro-2-cyclohexyloxyimino-3-oxobutyrate (syn isomer, 27.8 g.), oil.

Sources & evidence

ORD record
ord-9cb89b3517bc444e938c036b23a03b4c
Source dataset
uspto-grants-1981_10
Patent number
US04294960

Reaction notes

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