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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28673Generated: October 26, 2026

p-Toluidine → 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one

https://huagongshe.com/reaction/28673

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
ReactantCyclohexanone, 2-(hydroxymethylene)-HCID 101871—
Product6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-oneHCID 607984—

Reaction Steps

6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one was prepared from p-toluidine and 2-(hydroxymethylene)cyclohexanone in a similar manner as described in Example 1 to give a tan solid. 1H-NMR (CDCl3): δ 8.65 (s, 1H), 7.43 (s, 1H), 7.30 (d, 1H), 7.20 (d, 1H), 2.98 (t, 2H), 2.65 (t, 2H), 2.45 (s, 3H), 2.26 (quint, 2H); MS m/z 220 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419997B2
Source datasetuspto-grants-2008_09
ORD IDord-f91b0975afbb4cafba1a36e6ff16f394
Source noteuspto-grants-2008_09