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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944639Generated: October 29, 2026

Water → 2-Methoxy-6-(3,4,5-trimethoxy-phenyl)-8,9-dihydro-7H-benzocyclohepten-1-ol

https://huagongshe.com/reaction/1944639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant4-Isopropoxy-3-methoxy-8-(3,4,5-trimethoxy-phenyl)-6,7-dihydro-5H-benzocyclohepteneHCID 68923240—
SolventDichloromethaneHCID 6344—
Product2-Methoxy-6-(3,4,5-trimethoxy-phenyl)-8,9-dihydro-7H-benzocyclohepten-1-olHCID 1598616541%

Reaction Steps

41 (220 mg, 0.55 mmol) was dissolved in 15 mL of anhydrous dichloromethane under nitrogen at room temperature. Aluminium chloride (147 mg, 1.1 mmol) was added and the reaction mixture was stirred for 10 minutes. 10 mL of water was added and the product was extracted in dichloromethane (2×20 mL) and the combined organic phases were dried over anhydrous sodium sulfate, evaporated under reduced pressure purified by column chromatography. The product 3, 81 mg (41% yield) was obtained in 10% ethylacetate in hexanes. Rf: 0.54 (60:40 Hex:EA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394859B2
Source datasetuspto-grants-2013_03
ORD IDord-f72d34f28d9742d187b4ff70ebc2499a
Source noteuspto-grants-2013_03