Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293434Generated: October 30, 2026

Methane, dichloromethoxy- → 4-Cyclopentyloxydibenzo[b,d]furan-1-carbaldehyde

https://huagongshe.com/reaction/1293434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethane, dichloromethoxy-HCID 21004—
ReactantTin tetrachlorideHCID 24287—
ReactantPotassium BromideHCID 253877—
Reactant4-Cyclopentyloxydibenzo[b,d]furanHCID 69280116—
Product4-Cyclopentyloxydibenzo[b,d]furan-1-carbaldehydeHCID 4422519531.5%

Reaction Steps

Reaction of 4-cyclopentyloxydibenzo[b,d]furan (1.0 g, 3.96 mmol) with dichloromethylmethylether (456 mg, 3.96 mmol) in presence of tin(IV)chloride (1.55 g, 5.95 mmol), gave 350 mg (31.5%) of the product as white solid, IR (KBr)) 2960, 2730, 1686, 1565, 1276, 1099 cm−1. 1H NMR (300 MHz, CDCl3) δ 1.64-1.75 (m, 2H), 1.85-1.98 (m, 2H), 2.03-2.09 (m, 4H), 5.11 (quint, 1H), 7.07 (d, J=8.2 Hz, 1H), 7.38 (t, J=7.9H, 1H), 7.52 (t, J=7.8 Hz, 1H), 7.63 (d, J=8.4 Hz, 1H), 7.77 (d, J=8.2 Hz, 1H), 8.95 (d, J=8.4 Hz, 1H), 10.17 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238725B2
Source datasetuspto-grants-2007_07
ORD IDord-3906bb4b686146839c7f6f3768d486ce
Source noteuspto-grants-2007_07