Reaction #487515

ord-8ee28a1c37a84c6db2d92915f38324e1

Reaction equation

COC(=O)Cn1cnc2c(OCc3ccccc3)ncnc21
Methyl (6-(Benzyloxy)purin-9-yl)acetate
[Na+].[OH-]
NaOH
Cl
HCl
O=C(O)Cn1cnc2c(OCc3ccccc3)ncnc21
(6-(Benzyloxy)purin-9-yl)acetic acid

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe precipitate was separated from the mixture by filtration
  2. 2
    Washwashed with water and ether

Procedure

Methyl (6-(Benzyloxy)purin-9-yl)acetate (2.10 g; 7,0 mmol) was dissolved in methanol (70 ml) and 0.1 M NaOH (85 ml) is added. After 15 min. the pH of the reaction mixture was lowered by addition of 0.1 M HCl (˜80 ml) to pH 3. The precipitate was separated from the mixture by filtration and washed with water and ether. Yield: 1.80 g (90.2%). 1H-NMR (DMSO-d6): 8.55 (1H, s); 8.37 (1H, s); 7.55-7.30 (5H, m); 5.64 (2H, s); 5.09 (2H, s).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08741566B2uspto-grants-2014_06