Indole-3-Carboxaldehyde → 3-(3-Indolyl)methylene-6-methoxy-4-chromanone

HRID 610366Notes

Reaction equation

HRID 610366 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][CH2:8][CH2:7][C:6]2=[O:13].[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([CH:23]=O)=[CH:15]1>>[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([CH:23]=[C:7]2[C:6](=[O:13])[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[O:9][CH2:8]2)=[CH:15]1

Participants

3

Reactant 2

HCID 10256Indole-3-CarboxaldehydeHCID 46121686-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Product 1

HCID 538806693-(3-Indolyl)methylene-6-methoxy-4-chromanone

Procedure

By the method of Example 1, 6-methoxy-4-chromanone (10.0 g) and 3-indolecarbaldehyde were converted to present title product recrystallized from CH3OH/CH2Cl2, 16.7 g (98%), m.p. 217-219° C.

Sources & evidence

ORD record
ord-9a7cfe0b2e8946ef90c18005c8fece3d
Source dataset
uspto-grants-1999_12
Patent number
US05998451

Reaction notes

Loading…