1,2-Dibromoethane → Ethyl 1-acetylcyclopropane-1-carboxylate

HRID 1457963Notes

Reaction equation

[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].Br[CH2:11][CH2:12]Br>>[C:3]([C:2]1([C:1]([O:7][CH2:8][CH3:9])=[O:6])[CH2:12][CH2:11]1)(=[O:4])[CH3:5]

Participants

Reactant 2

HCID 78391,2-Dibromoethane

HCID 8868Ethyl Acetoacetate

Product 1

HCID 234183Ethyl 1-acetylcyclopropane-1-carboxylate

Procedure

Ethyl acetoacetate is allowed to react with 1,2-dibromoethane to obtain ethyl 1-acetylcyclopropanecarboxylate. Next, ethyl 1-acetylcyclopropanecarboxylate is allowed to react with zinc powder and ethylbromoacetate to give ethyl 1-ethoxycarbonyl-β-hydroxy-β-methyl-cyclopropanoate.

Sources & evidence

ORD record: ord-a60a9254318e4950b03495dda14734a9
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05849757

Reaction notes

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