Reaktion #2261589

ord-79d33d735fd84177a5a8c7f08540813f

Reaktionsgleichung

C=C(C)[C@@H]1CC[C@@H](C)C[C@H]1O
isopulegol
C=C(C)[C@H]1CC[C@H](C)C[C@@H]1O
d-isopulegol

Lösungsmittel

Reaktionsbedingungen

Temperatur
2.5°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added dropwise
  2. 2
    workup.ADDITIONwas added to the reaction mixture

Vorschrift

After the catalyst solution obtained in Example 34-1 was cooled to from 0 to 5° C., 1.54 g (10.0 mmol, optical purity: 96.6% e.e.) of 1-citronellal ((S)-citronellal) was added dropwise. The resulting mixture was stirred overnight at from 0 to 5° C. After completion of the reaction, 2 mL of water was added to the reaction mixture. The organic layer was analyzed using gas chromatography. As a result, it was found that a substrate conversion ratio was 89.2%, an isopulegol selectivity was 88.1%, and a d-n-isopulegol:(the other isomers) ratio was 96.9:3.1.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09061959B2uspto-grants-2015_06