Reaction #11957

Reaction equation

compound

methyl 4-Boc-aminomethyl-1-naphthalene carboxylate

sodium hydroxide

→

title compound

Yield 91.7%

4-Boc-aminomethyl-1-naphthalene carboxylic acid

Yield 91.7%

Solvents

THF

methanol

Conditions

Workup

1. 1
   OtherAfter the reaction
2. 2
   Otherthe solvent was removed by distillation
3. 3
   workup.DISSOLUTIONThe residue was dissolved in distilled water
4. 4
   workup.ADDITION1 mol/l aqueous solution of hydrochloric acid was added
5. 5
   Otherto produce a precipitate
6. 6
   FiltrationThe precipitate was collected by filtration
7. 7
   Otherdried

Procedure

The compound obtained in Example 25-1 (266.6 mg) was dissolved in THF (2.7 ml) and methanol (2.7 ml). After the addition of 1 mol/l aqueous solution of sodium hydroxide (2.7 ml), the mixture was stirred for 5 hours at room temperature. After the reaction, the solvent was removed by distillation. The residue was dissolved in distilled water and 1 mol/l aqueous solution of hydrochloric acid was added to produce a precipitate. The precipitate was collected by filtration and dried to obtain the title compound (233.5 mg) as a white solid.

Source