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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842329Generated: October 27, 2026

1,4-dihydro-3H-2-benzopyran-3-one → (2-Hydroxymethylphenyl)acetonitrile

https://huagongshe.com/reaction/842329

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-dihydro-3H-2-benzopyran-3-oneHCID 78092—
Reactant2-(Cyanomethyl)benzyl chlorideHCID 11298159—
Product(2-Hydroxymethylphenyl)acetonitrileHCID 5823352.2%

Reaction Steps

After the completion of reaction, the concentration of 3-isochromanone was analyzed by GC analysis and then the yield of 3-isochromanone was calculated. As a result, the yield was found to be 75% based on α-chloro-α′-cyano-o-xylene. At this time, the conversion ratio of α-chloro-α′-cyano-o-xylene was 100% and the by-product α-hydroxy-α′-cyano-o-xylene was produced in a yield of 2.2%. Furthermore, as a result of the HPLC analysis, α-carboxy-α′-hydroxy-o-xylene and α-aminocarboxy-α′-hydroxy-o-xylene were found to be present as by-products in a concentration of 18% based on α-chloro-α′-cyano-o-xylene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06372921B1
Source datasetuspto-grants-2002_04
ORD IDord-3129a3fee5bb49c59ec9272e16c5e7df
Source noteuspto-grants-2002_04