Reaktion #816394

ord-c6dd957d95a84db4b08e0aec670f0e11

Reaktionsgleichung

CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO
phytantriol
CC(C)=O
acetone
CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C1COC(C)(C)O1
2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-6,10,14-trimethyl-pentadecan-2-ol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigefor 15 hr
  2. 2
    SonstigeAfter the completion of the reaction
  3. 3
    Sonstigethe acetone solvent was removed under reduced pressure
  4. 4
    Extraktionthe resultant was extracted with chloroform solution
  5. 5
    WaschenThe extract was washed with saturated sodium bicarbonate solution
  6. 6
    Waschenwas again washed with saline

Vorschrift

One g of phytantriol (3.0 mmol, Sigma-Aldrich) was refluxed using deanstock apparatus for 15 hr in 25 ml of acetone solution with toluene sulfonic acid as catalyst. After the completion of the reaction, the acetone solvent was removed under reduced pressure and the resultant was extracted with chloroform solution. The extract was washed with saturated sodium bicarbonate solution and was again washed with saline to obtain 0.3 g of (2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-6,10,14-trimethyl-pentadecan-2-ol) of which 1- and 2-positions were protected.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07582306B2uspto-grants-2009_09