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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162167Generated: October 26, 2026

Triethylamine → 2-(1-Acetylindol-3-yl)-5,5-dimethylcyclohexane-1,3-dione

https://huagongshe.com/reaction/1162167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimedoneHCID 31358—
Reactant1-Acetyl-1,2-dihydro-3H-indol-3-oneHCID 538819—
SolventAcetic AcidHCID 176—
Product2-(1-Acetylindol-3-yl)-5,5-dimethylcyclohexane-1,3-dioneHCID 79473276%

Reaction Steps

1-Acetyl-1,2-dihydroindol-3-one of Example 1d (131.3 g, 0.75 mol) and 5,5-dimethyl-cyclohexane-1,3-dione (105 g, 0.75 mol) were added to a mixture of acetic acid (700 mL) and triethylamine (105 mL, 0.75 mol) at room temperature under stirring. The reaction mixture was refluxed for 6 h. About ⅓ volume of solvents was removed in vacuum, and the mixture was cooled and diluted with water (50 mL). The precipitate was filtered off, washed with ethanol-water, 1:1 and dried to afford 169.4 g (76%) of colorless crystals; m.p. 225-227° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820691B2
Source datasetuspto-grants-2010_10
ORD IDord-2380ebeec3794999b46bf5e137079642
Source noteuspto-grants-2010_10