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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105099Generated: October 30, 2026

3-Methyl-2-butanone → 5-Methoxy-2,3,3-trimethyl-3H-indole

https://huagongshe.com/reaction/2105099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-2-butanoneHCID 11251—
Reactant4-Methoxyphenylhydrazine hydrochlorideHCID 2723904—
SolventAcetic AcidHCID 176—
Product5-Methoxy-2,3,3-trimethyl-3H-indoleHCID 11095392—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 4-methoxyphenyl hydrazine hydrochloride (4.84 g) was added 3-methyl-2-butanone (6.4 ml) and acetic acid (45 ml). The mixture was heated to 100° C. for 2.5 hours after which time the solvent was removed by rotary evaporation. Flash column chromatography gave the product (4.66 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579140B2
Source datasetuspto-grants-2009_08
ORD IDord-7d5dbc9b7ac1493e878d3c6678a37c17
Source noteuspto-grants-2009_08