Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389314Generated: October 31, 2026

Hexamethylenetetramine → 7-Hydroxy-6-methyl-2,3-dihydro-1h-indene-4-carbaldehyde

https://huagongshe.com/reaction/389314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylenetetramineHCID 4101—
Reactant5-Methylindan-4-olHCID 88473—
ReactantSodium BicarbonateHCID 516892—
SolventTrifluoroacetic acidHCID 6422—
Product7-Hydroxy-6-methyl-2,3-dihydro-1h-indene-4-carbaldehydeHCID 2303118276%

Reaction Conditions

Temperature87.5 °C

Reaction Steps

To a clear solution of 5-Methyl-indan-4-ol (6 gm, 0.0405 mole) in 30 ml Trifluoroacetic acid, Hexamine (5.7 gm, 0.0405 mole) was added at 25-28° C. The reaction mixture was heated and stirred at 85-90° C. for 6 hours. The cooled reaction mixture was poured into saturated Sodium bicarbonate solution and extracted with Ethylacetate (2×200 ml). The organic layer was dried over Sodium sulphate and distilled under vacuum to give a crude product which was purified by column chromatography using Ethyl acetate:Hexane (10:90) as mobile phase The collected fractions were distilled to give 5.4 gm of desired product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378118B2
Source datasetuspto-grants-2013_02
ORD IDord-b5ea0a1d173e411784abc95ece1f006e
Source noteuspto-grants-2013_02