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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166737Generated: November 1, 2026

Water → HCID 53984372, compound

https://huagongshe.com/reaction/2166737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantHCID 86738926HCID 86738926—
SolventDimethylformamideHCID 6228—
ProductHCID 53984372HCID 5398437285.3%

Reaction Steps

To a mixture of 1.5 g (5.18 mmol) 4-methoxymorphinen-6-one.1 H2O, 1.3 g (9.41 mmol) anhydrous K2CO3 and 10 ml dry DMF were added dropwise a solution of 0.29 ml (5.31 mmol) cyclopropanecarboxylic acid chloride in 5 ml dry DMF during 10 min. at room temperature. This mixture was stirred at room temperature for 1 h, then poured on 50 ml ice water and extracted with ether. The organic layer was extracted with 2 N HCl, water and brine, dried and evaporated to give an oil, which was crystallized with ether/n-hexane. To 1.5 g (85%) N-cyclopropylcarbonyl-4-methoxymorphinan-6-one, m.p. 144°-147°, [α]D26 -210.0° (c 1.04, CHCl3), were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04388463
Source datasetuspto-grants-1983_06
ORD IDord-af00b1ba26644718a95bb9e8653424f0
Source noteuspto-grants-1983_06