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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482298Generated: October 29, 2026

3-Methoxybenzaldehyde → 1-Hydroxy-7-methoxy-1,3-dihydrobenzo[c]furan

https://huagongshe.com/reaction/482298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxybenzaldehydeHCID 11569—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
Reactant7-methoxy-3H-isobenzofuran-1-oneHCID 10986583—
SolventChloroformHCID 6212—
Product1-Hydroxy-7-methoxy-1,3-dihydrobenzo[c]furanHCID 13613689—

Reaction Conditions

Temperature50 °C

Reaction Steps

1Hydroxy-7-methoxy-1,3-dihydrobenzo[c]furan (1.08 g), which was prepared with using 7-methoxyphthalide which was synthesized with using 3-methoxybenzaldehyde by the method described in Journal of Organic Chemistry, 1980, 45, 1835-1838, was dissolved in Chloroform (20 ml). Methyl (Triphenylphosphoranylidene)acetate (2.68 g) was added to the solution. The mixture was stirred for 40 min. at 50° C. A temperature of the reaction mixture was down to room temperature. The reaction solution was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give the title compound (1.25 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05795914
Source datasetuspto-grants-1998_08
ORD IDord-3c136f74521f4e87b8ce46b1c969868a
Source noteuspto-grants-1998_08