Reaction #816394

Reaction equation

phytantriol

acetone

→

2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-6,10,14-trimethyl-pentadecan-2-ol

Conditions

Workup

1. 1
   Otherfor 15 hr
2. 2
   OtherAfter the completion of the reaction
3. 3
   Otherthe acetone solvent was removed under reduced pressure
4. 4
   Extractionthe resultant was extracted with chloroform solution
5. 5
   WashThe extract was washed with saturated sodium bicarbonate solution
6. 6
   Washwas again washed with saline

Procedure

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