Vinyl Acetate → 1H-Indole-1-carbaldehyde
Reaction equation
O[N:2]([CH:9]=[O:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:11](OC=C)(=O)[CH3:12]>>[CH:9]([N:2]1[C:3]2[C:8](=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH:12]=[CH:11]1)=[O:10]Participants
3
Procedure
In a manner analogous to that of Example 1, 3.1 g of N-hydroxy-N-formylaniline, 200 mg of Li2PdCl4 and 60 ml of vinyl acetate are reacted at 55° C. for 6 hours, and, after further processing, N-formylindole is obtained; IR spectrum (CHCl3): 1660 (CO): NMR spectrum (100 MHz, CDCl3): 6.54 (broad d, J=5 Hz, CH); 7.0-7.3 (m, 4H); 8.02 (broad d, J=6 Hz, CH); 8.68 (s, H--CO) ppm.
Sources & evidence
- ORD record
- ord-817a35607623474a86616005f05813fc
- Source dataset
- uspto-grants-1986_07
- Patent number
- US04598156
Reaction notes
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