Reaction #1328412

Reaction equation

(R)-7-Benzyloxy-3-(2-phthalimidopropyl)indole

water

Ammonium formate

→

(R)-7-hydroxy-3-(2-phthalimidopropyl)indole

Solvents

ethanol

Conditions

Workup

1. 1
   Otherprepared separately
2. 2
   workup.ADDITIONwas added
3. 3
   TemperatureAfter cooling down
4. 4
   Filtrationthe catalyst was filtered off
5. 5
   Concentrationthe filtrate was concentrated under reduced pressure
6. 6
   workup.ADDITIONAcetone was added to the residue
7. 7
   Filtrationa deposited salt was filtered off
8. 8
   ConcentrationThe filtrate was concentrated under reduced pressure, whereby 10.27 g of a residue
9. 9
   workup.ADDITIONcontaining the title compound
10. 10
    Otherwas obtained

Procedure

(R)-7-Benzyloxy-3-(2-phthalimidopropyl)indole 12.16 g was dissolved in 400 ml of ethanol, and a water 100 ml suspension of a 10% palladium on carbon catalyst (content 50%) 4.00 g prepared separately was added thereto. Ammonium formate 6.00 g was added thereto while stirring, and the suspension was heated in an oil bath of 95° C. For one hour. After cooling down, the catalyst was filtered off, and the filtrate was concentrated under reduced pressure. Acetone was added to the residue, and a deposited salt was filtered off. The filtrate was concentrated under reduced pressure, whereby 10.27 g of a residue containing the title compound was obtained.

Source