Water → HCID 21474587, Verbindung

HRID 2294542Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2294542
[CH3:1][C:2]1([CH3:19])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14](=[O:18])[C:15]([OH:17])=[O:16])[CH:5]=[CH:4][C:3]1=2.[CH2:20]1COCC1.C([Mg]I)C.O>C(OCC)C>[OH:18][C:14]([C:6]1[CH:5]=[CH:4][C:3]2[C:2]([CH3:19])([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]=2[CH:7]=1)([CH3:20])[C:15]([OH:17])=[O:16]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 12051800HCID 12051800, VerbindungHCID 178461634HCID 178461634, Verbindung

Produkt 1

HCID 21474587HCID 21474587, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

3.1 g (12 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylglyoxylic acid and 50 ml of THF are introduced into a three-necked flask. At 0° C. and under a stream of nitrogen, 16 ml (48 mmol) of a solution of ethylmagnesium iodide in ethyl ether (3M) are added dropwise and the mixture is stirred at room temperature for four hours. The reaction medium is poured into water, the mixture is extracted with ethyl ether and the organic phase is separated after settling has taken place, then dried over magnesium sulphate and evaporated. The residue obtained is purified by chromatography on a silica column and eluted with a mixture of dichloromethane and ethyl ether (20:80). After evaporation of the solvents, 2.6 g (79%) of the expected product, melting point 168°-169° C., are collected.

Aufarbeitung

  1. extractionthe mixture is extracted with ethyl ether
  2. customthe organic phase is separated after settling
  3. dry with materialdried over magnesium sulphate
  4. customevaporated
  5. customThe residue obtained
  6. customis purified by chromatography on a silica column
  7. washeluted with a mixture of dichloromethane and ethyl ether (20:80)
  8. customAfter evaporation of the solvents, 2.6 g (79%) of the expected product, melting point 168°-169° C.
  9. customare collected

Quellen und Nachweise

ORD-Eintrag
ord-a3c66a906def47a788029a1f7f309aa1
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05688817

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