Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33414Generated: October 27, 2026

Water → Tropenol 9-hydroxyfluorene-9-carboxylate

https://huagongshe.com/reaction/33414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 9-hydroxy-9H-fluorene-9-carboxylateHCID 267210—
ReactantSodiumHCID 5360545—
ReactantTropenolHCID 53629842—
SolventAcetonitrileHCID 6342—
ProductTropenol 9-hydroxyfluorene-9-carboxylateHCID 86593872—

Reaction Steps

13.4 g (0.056 mol) of methyl ester 3a, 11.65 g (0.084 mol) of tropenol, and 0.3 g of sodium are heated as a melt at 75 mbar for 4 hours over a bath of boiling water with occasional agitation. After cooling, the sodium residues are dissolved with acetonitrile, the solution is evaporated to dryness, and the residue is extracted with dichloromethane/water. The organic phase is washed with water, dried over magnesium sulfate (MgSO4), and the solvent is distilled off. The product is purified by recrystallization from diethyl ether. Yield: 11.40 g of white crystals (29% of theoretical yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429600B2
Source datasetuspto-grants-2008_09
ORD IDord-b304d4c32fef404f97a5da0ed3d58746
Source noteuspto-grants-2008_09