Bromide ion → Perbenzoic acid

HRID 359589

Reaktionsgleichung

Reaktionsgleichung von HRID 359589
[C:1]1([Se]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br-].C1(S(Cl)=O)C=CC=CC=1.[OH:19][OH:20].C[CH2:22][O:23]CC>C(Cl)Cl>[C:22]([O:19][OH:20])(=[O:23])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

7

Edukt 5

HCID 259Bromide ionHCID 784Hydrogen PeroxideHCID 3283Diethyl EtherHCID 21928Chloroselenobenzene2×HCID 4190003Benzenesulfinyl chloride

Produkt 1

HCID 523077Perbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

The diene (2) is treated with a halogenating agent such as phenylselenyl chloride or bromide or phenylsulfinyl chloride, preferably phenylselenyl chloride, in an approximately equimolar ratio in an inert solvent at about -80° C., for approximately 20 minutes; illustrative of such inert solvents are methylene chloride, ether and the like. After a standard workup the product residue is dissolved in an ethereal solvent, chilled to about 0° C. and oxidized with an agent such as 30% hydrogen peroxide or a peroxy acid such as peroxybenzoic acid to yield a halohydrin analog (3).

Aufarbeitung

  1. dissolutionAfter a standard workup the product residue is dissolved in an ethereal solvent

Quellen und Nachweise

ORD-Eintrag
ord-942983f84d7b44448d9c69f330398bc7
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05001241

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