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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638625Generated: November 1, 2026

Dichloromethane → HCID 56633974, compound

https://huagongshe.com/reaction/638625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 56624700HCID 56624700—
SolventPyridineHCID 1049—
SolventDiethyl EtherHCID 3283—
ProductHCID 56633974HCID 56633974—

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 8.52 g of (1R,2S,3S)-2-benzyloxymethyl-3-methoxycarbonylmethylcyclopentan-1-ol (prepared in Reference Example 2), 7.4 ml of 2,3-dihydropyran and 30 ml of methylene chloride was prepared and then cooled. To the mixture 370 mg of p-toluenesulphonic acid monohydrate was added, the mixture was stirred for 20 min. at 0° C., and for 30 min. at room temperature. After addition of 1 ml of pyridine, the mixture was diluted with 300 ml of diethyl ether. The diluted solution was washed with water, dilute hydrochloric acid, an aqueous solution of sodium bicarbonate and water successively, dried over anhydrous magnesium sulphate and concentrated under reduced pressure to give 14.2 g of the title compound having the following physical characteristics.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04562207
Source datasetuspto-grants-1985_12
ORD IDord-c7377525e57f41b58a51d55a87d45a41
Source noteuspto-grants-1985_12