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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358605Generated: October 25, 2026

Benzyl Alcohol → 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(4-benzyloxy-2-oxo-3-pyrrolin-1-yl)-2H-1-benzopyran

https://huagongshe.com/reaction/358605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantMethanesulfonic AcidHCID 6395—
Reactant6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(4-methoxy-2-oxo-3-pyrrolin-1-yl)-2H-1-benzopyranHCID 67924112—
SolventDiethyl EtherHCID 3283—
Product6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(4-benzyloxy-2-oxo-3-pyrrolin-1-yl)-2H-1-benzopyranHCID 15007587—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(4-methoxy-2-oxo-3-pyrrolin-1-yl)-2H-1-benzopyran (0.7 g), benzyl alcohol (0.92 ml) and methanesulfonic acid (0.01 g) was heated at 80° C. for 3 hours under reduced pressure (40 mbars). After cooling the residue was stirred with diethylether, and the insoluble product filtered off and washed twice with diethylether, to give 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-hydroxy-4-(4-benzyloxy-2-oxo-3-pyrrolin-1-yl)-2H-1-benzopyran, m.p. 248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04997846
Source datasetuspto-grants-1991_03
ORD IDord-2bbd192cd63b4d08959e75f6f1462041
Source noteuspto-grants-1991_03