Acetic Acid → Ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate

HRID 255745Notes

Reaction equation

[C:1]([O:9][CH2:10][CH2:11][O:12][N:13]=[C:14]([C:18](=[O:20])[CH3:19])[C:15]([O-:17])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:24])(=O)=O.[C:26](O)(=O)[CH3:27]>>[C:1]([O:9][CH2:10][CH2:11][O:12][N:13]=[C:14]([C:18](=[O:20])[CH2:19][Cl:24])[C:15]([O:17][CH2:26][CH3:27])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 176Acetic Acid

HCID 24648Sulfuryl chloride

HCID 867371922-(2-Benzoyloxyethoxyimino)-3-oxobutyrate

Product 1

HCID 53906646Ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate

Procedure

A solution of 2-(2-benzoyloxyethoxyimino)-3-oxobutyrate (syn isomer, 28 g.), sulfuryl chloride (13.5 g.) and acetic acid (30 ml.) was treated in a similar manner to that of Example A-(2) to give ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate (syn isomer, 29 g.).

Sources & evidence

ORD record: ord-10038f007a1d4d90aef65ac8c4927d1c
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04698337

Reaction notes

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