Methanol → HCID 21274166, Verbindung

HRID 1383219

Reaktionsgleichung

Reaktionsgleichung von HRID 1383219
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:15]2[CH2:17][CH2:16]2)=[C:9]2SCCCS2)=[CH:4][CH:3]=1.[OH2:18].[CH3:19][OH:20]>C(OCC)C.[Hg](Cl)Cl>[CH:15]1([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9]([O:20][CH3:19])=[O:18])[CH2:17][CH2:16]1

Komponenten

6

Edukt 3

HCID 887MethanolHCID 962WaterHCID 539201222-[(4-Chlorophenyl)cyclopropylmethylene]-1,3-dithiane

Produkt 1

HCID 21274166HCID 21274166, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24085Mercuric ChlorideKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 10.0 grams (0.036 mole) of 2-[(4chlorophenyl)cyclopropylmethylene]-1,3-dithiane, 24.0 grams (0.086 mole) of mercury (II) chloride, and 5 mL of water in 50 mL of methanol was stirred at ambient temperature for 18 hours. The reaction mixture was heated at reflux for one hour, cooled, and then was diluted with diethyl ether. The mixture was filtered through diatomaceous earth and then was dried with magnesium sulfate. The mixture was filtered through silica gel, and the filtrate was concentrated under reduced pressure, yielding 5.9 grams of methyl 2-cyclopropyl-2-(4-chlorophenyl)acetate as an oil. The nmr spectrum was consistent with the proposed structure. The reaction was run again to produce an additional 7.1 grams of the acetate.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for one hour
  3. temperaturecooled
  4. filtrationThe mixture was filtered through diatomaceous earth
  5. dry with materialwas dried with magnesium sulfate
  6. filtrationThe mixture was filtered through silica gel
  7. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bed9866317c6414aa5b19fd0e979cfd9
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04808762

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