Reaktion #721957

Reaktionsgleichung

NH4Cl

Magnesium

4-benzyloxybromobenzene

1,4-Cyclohexanedione monoethylene ketal

→

8-(4-benzyloxy-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol

Ausbeute 80.3%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   SonstigeAfter completeion of the reaction
3. 3
   Extraktionextracted with CH2Cl2
4. 4
   SonstigeDrying
5. 5
   Sonstigeevaporation of the organic layer
6. 6
   Sonstigegave a residue which
7. 7
   Sonstigewas crystallised from AcOEt-hexane

Vorschrift

To a solution of the Grignard reagent prepared from Magnesium turnings (2.33 g, 96 mmol) and 4-benzyloxybromobenzene (25 g, 95 mmol) in THF (150 ml), 1,4-Cyclohexanedione monoethylene ketal (10 g, 64 mmol) in THF (150 ml) was added. After completeion of the reaction, the solution was added to 200 ml of aq. NH4Cl and extracted with CH2Cl2. Drying and evaporation of the organic layer gave a residue which was crystallised from AcOEt-hexane to give 8-(4-benzyloxy-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol (17.5 g, 54%, MS: m/e=340 (M+)).

Quelle