Reaction #1257

ord-01a269bda00c4ee495d089d890ae2b6c

Reaction equation

CCCCCCCCCCOc1cnc(-c2ccc(C(C)OC(C)=O)cc2)nc1
(-)-(4-(1-acetoxyethyl) phenyl)-5-decyloxypyrimidine
CCCCCCCCCCOc1cnc(-c2ccc(C(C)O)cc2)nc1
(-)-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine

Conditions

Temperature
30°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherhydrolyzed, and the resulting reaction solution
  2. 2
    Extractionwas extracted
  3. 3
    workup.ADDITIONby adding 200 ml of water and 200 ml of toluene
  4. 4
    Otherfollowed by liquid separation
  5. 5
    DryingThe obtained organic layer was dried over anhydrous magnesium sulfate

Procedure

4 g of the above product (-)-(4-(1-acetoxyethyl) phenyl)-5-decyloxypyrimidine was dissolved in a mixture of 50 ml of methanol and 10 ml of a 20% sodium hydroxide solution, stirred at 30° C. for 2 hours and hydrolyzed, and the resulting reaction solution was extracted by adding 200 ml of water and 200 ml of toluene, followed by liquid separation. The obtained organic layer was dried over anhydrous magnesium sulfate and cleared of solvent in vacuo to yield 3.5 g of (-)-(4-(1-hydroxyethyl) phenyl)-5-decyloxypyrimidine as a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723610uspto-grants-1998_03