Sulfuryl chloride → Ethyl 2-benzyloxyimino-4-chloro-3-oxobutyrate

HRID 894746Notes

Reaction equation

HRID 894746 reaction equation
[CH2:1]([O:8][N:9]=[C:10]([C:16](=[O:18])[CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:22])(=O)=O>C(O)(=O)C>[CH2:1]([O:8][N:9]=[C:10]([C:16](=[O:18])[CH2:17][Cl:22])[C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 53396355Ethyl 2-benzyloxyimino-3-oxobutyrate

Product 1

HCID 53794160Ethyl 2-benzyloxyimino-4-chloro-3-oxobutyrateYield 85.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of ethyl 2-benzyloxyimino-3-oxobutyrate (syn isomer, 56.0 g.), sulfuryl chloride (40.5 g.) and acetic acid (80 ml.) was treated in a similar manner to that of Example A-(2) to give ethyl 2-benzyloxyimino-4-chloro-3-oxobutyrate (syn isomer, 54.6 g.).

Sources & evidence

ORD record
ord-f376410d40b6427ab0cab607848e57d7
Source dataset
uspto-grants-1981_08
Patent number
US04284631

Reaction notes

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