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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372408Generated: October 30, 2026

Toluene → 2,3-Dihydro-3,3-dimethyl-5-hydroxy-2-piperidino-benzofuran

https://huagongshe.com/reaction/372408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantQuinoneHCID 4650—
ReactantPiperidineHCID 8082—
Product2,3-Dihydro-3,3-dimethyl-5-hydroxy-2-piperidino-benzofuranHCID 13084823—

Reaction Steps

The process of Example 1 was repeated using 196.2 parts of piperidine in place of the morpholine. The product was the corresponding piperidino enamine which was reacted with benzoquinone in toluene to give 2,3-dihydro-3,3-dimethyl-5-hydroxy-2-piperidino-benzofuran. This was converted to 2,3-dihydro-3,3-dimethyl-2-piperidino-benzofuran-5-yl methanesulphonate and then to 2,3-dihydro-3,3-dimethyl-2-ethoxy-benzofuran-5-yl methane sulphonate as in Example 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04091033
Source datasetuspto-grants-1978_05
ORD IDord-cf5250d885204937873b7a769b29e7e2
Source noteuspto-grants-1978_05