Propanal → 1-Ethyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid
Reaction equation
[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.OS(O)(=O)=O.[CH:21](=O)[CH2:22][CH3:23]>O>[CH2:22]([CH:23]1[C:5]2[NH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]=2[CH2:3][CH:2]([C:13]([OH:15])=[O:14])[NH:1]1)[CH3:21]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
L-tryptophan (5.10 g, 25 mmol), water (300 ml), H2SO4 (0.05M, 30 ml) and propionaldehyde (8 ml) were added in a 250 ml round-bottom flask, and then stirred and reacted at room temperature for 24 h. After filtration, wash with water and drying, white solids (4.5 g, 74%) were obtained.
Workup
- customreacted at room temperature for 24 h
- filtrationAfter filtration
- washwash with water
- customdrying
Sources & evidence
- ORD record
- ord-ca996683194049e99c65f90b7ad4bcc7
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772311B2
Reaction notes
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