Réaction #816394

ord-c6dd957d95a84db4b08e0aec670f0e11

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrefor 15 hr
  2. 2
    AutreAfter the completion of the reaction
  3. 3
    Autrethe acetone solvent was removed under reduced pressure
  4. 4
    Extractionthe resultant was extracted with chloroform solution
  5. 5
    LavageThe extract was washed with saturated sodium bicarbonate solution
  6. 6
    Lavagewas again washed with saline

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07582306B2uspto-grants-2009_09