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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355752Generated: October 28, 2026

Methanol → HCID 86753311, compound

https://huagongshe.com/reaction/355752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantHCID 86753312HCID 86753312—
SolventAcetonitrileHCID 6342—
ProductHCID 86753311HCID 8675331123.4%

Reaction Steps

A mixture of 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6α-(N-methoxy-3,4-dichlorophenylacetamido)morphinan (197 mg, 0.35 mmol), trimethylsilyldiazomethane (10% solution in CH2Cl2, 0.57 g, 0.5 mmol), diisopropylethylamine (65 mg, 0.5 mmol), methanol (0.2 ml), and acetonitrile (2 ml) was stirred at room temperature for 13 h. After evaporation of the solvent, the residual oil was purified by preparative thin layer chromatography (1 mm thick plate, CH2Cl2 /MeOH: 10/1) to give 47 mg of amorphous solid. This was purified again by preparative thin layer chromatography (1 mm thick plate, CH2Cl2 /MeOH: 10/1) to give 25 mg of amorphous solid as desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834478
Source datasetuspto-grants-1998_11
ORD IDord-78d674f32e24418bba7339b86ba6f044
Source noteuspto-grants-1998_11