Skatole → 5-Chloro-1-methylindole

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH3:11]C1C2C(=CC=CC=2)NC=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[CH:6]=[CH:5]2

Participants

Reactant 2

HCID 6736Skatole

HCID 871105-Chloroindole

Product 1

HCID 108558435-Chloro-1-methylindoleYield 91%

Procedure

According to the procedure of Preparation 13 (a), except substituting 5-chloroindole for the 3-methylindole, the title compound (2.0 g, 91%) was obtained as an amber oil: MS (ES) m/e 166.0 (M+H)+.

Sources & evidence

ORD record: ord-4b4f53c46a0e4246b4efa366e3273217
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741339B2

Reaction notes

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