Reaction #6838

Reaction equation

Acetic acid

3-(2-amino-ethyl)-1H-indol-5-ol hydrochloride

Propionaldehyde

→

2,3,4,9-tetrahydro-1H-β-carbolin-6-ol

Solvents

methanol

Conditions

Workup

1. 1
   TemperatureThe tube was cooled to rt
2. 2
   OtherThe solvent was evaporated

Procedure

Acetic acid was added dropwise to a solution of 3-(2-amino-ethyl)-1H-indol-5-ol hydrochloride (200 mg) in 7 mL methanol until the pH=4. Propionaldehyde (0.2 mL) was added and the mixture was heated at 75° C. in a sealed tube for 1 h. The tube was cooled to rt and unsealed. The solvent was evaporated to yield 190 mg of 2,3,4,9-tetrahydro-1H-β-carbolin-6-ol.

Source