Boron trifluoride → 1-Methylpyrano[3,4-b]indol-3(9H)-one

HRID 374009

Reaction equation

HRID 374009 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[CH2:10][C:11](O)=O.[C:14]([O:17]C(=O)C)(=[O:16])[CH3:15].B(F)(F)F>>[CH3:11][C:10]1[O:17][C:14](=[O:16])[CH:15]=[C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][C:2]=12

Participants

4

Reactant 3

HCID 6356Boron trifluorideHCID 7918Acetic AnhydrideHCID 43717522-Indolylacetic acid

Product 1

HCID 52409131-Methylpyrano[3,4-b]indol-3(9H)-one

Procedure

Indoleacetic acid was reacted with acetic anhydride in the presence of boron trifluoride to obtain 1-methylpyrano[3,4-b]indol-3-one. The product was reacted with dimethyl acetylenedicarboxylate to obtain dimethyl 1-methylcarbazole-2,3-dicarboxylate.

Sources & evidence

ORD record
ord-b5eba2bfc312438c93572b0b69a7dfc5
Source dataset
uspto-grants-1992_11
Patent number
US05166204

Linked notes

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