N,N-Diethylaniline → HCID 22238067, compound
Reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[CH:12]=[O:13])=[CH:4][C:3]=1[O:14]CC(C)=C.C(O[CH:23]([CH3:25])[CH3:24])(C)C.[CH2:26](N(CC)C1C=CC=CC=1)C>>[OH:14][C:3]1[C:4]([CH2:24][C:23]([CH3:25])=[CH2:26])=[C:5]2[C:9](=[C:10]([CH3:11])[C:2]=1[CH3:1])[N:8]([CH:12]=[O:13])[CH2:7][CH2:6]2Participants
4
Procedure
A solution of 2,3-dihydro-6,7-dimethyl-5-[(2-methyl-2-propenyl)oxy]-1H-indole-1-carbaldehyde (25.2 g, 0.103 mol) in N,N-diethylaniline (50 mL) was stirred at 200° C. for 8 hours under the nitrogen atmosphere. The reaction mixture was allowed to stand overnight, diisopropyl ether was added, the crystals were filtered, and recrystallized from ethanol to obtain 20.4 g of the title compound.