Vinyl Acetate → HCID 86739833, compound

HRID 1154427Notes

Reaction equation

[C:1](OC=C)(=O)[CH3:2].[CH3:7][C:8]1([CH3:20])[C@@H:10](/[CH:11]=[C:12](/[F:16])\[C:13](=[O:15])[OH:14])[C@H:9]1[C:17]([OH:19])=[O:18]>>[CH3:7][C:8]1([CH3:20])[C@@H:10](/[CH:11]=[C:12](/[F:16])\[C:13](=[O:14])[O:15][CH:1]=[CH2:2])[C@H:9]1[C:17]([OH:19])=[O:18]

Participants

Reactant 2

HCID 7904Vinyl Acetate

HCID 86739834HCID 86739834, compound

Product 1

HCID 86739833HCID 86739833, compound

Procedure

Vinyl acetate and (1R,cis,E) 2,2-dimethyl-3-[2-fluoro-3-oxo-3-hydroxy-1-propenyl]-cyclopropane carboxylic acid were reacted in the presence of mercuric acetate as a catalyst to obtain (1R,cis,E) 2,2-dimethyl-3-[2-fluoro-3-oxo-3-ethenyloxy-1-propenyl]-cyclopropane carboxylic acid which was reacted with benzyl alcohol to obtain benzyl (1R,cis,E) 2,2-dimethyl-3-[2-fluoro-3-oxo-3-ethenyloxy-1-propenyl]-cyclopropanecarboxylate with a specific rotation of [α]D20 =+26° (c=1.2% in chloroform).

Sources & evidence

ORD record: ord-6dfdd4678cfc4123a9081ab5722bf46e
Source dataset: uspto-grants-1984_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04489093

Reaction notes

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