Reaktion #445297

ord-f92afa2f514f4cb29efda5ba026b71a6

Reaktionsgleichung

OCc1cccc(Oc2ccccc2)c1
3-phenoxybenzyl alcohol
CC1(C)[C@H](C(=O)O)[C@@H]1C=C(Br)Br
carboxylic acid
CC1(C)[C@H](C(=O)O)[C@@H]1C=C(Br)Br
(1R)cis-2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane carboxylic acid
O=S(Cl)Cl
thionyl chloride
CC1(C)[C@H](C(=O)OCc2cccc(Oc3ccccc3)c2)[C@@H]1C=C(Br)Br
3-phenoxybenzyl(1R)cis-2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane carboxylate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The carboxylic acid described above was converted to its acid chloride by reaction with thionyl chloride in pyridine as described in Example 17 and the resulting acid chloride reacted with 3-phenoxybenzyl alcohol in dry benzene in the presence of pyridine as described in Example 17 to give 3-phenoxybenzyl(1R)cis-2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane carboxylate, m.p. 93°, nD 1.5848 (Compound P29A).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04464391uspto-grants-1984_08