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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257454Generated: November 3, 2026

Hydrochloric Acid → HCID 66939233, compound

https://huagongshe.com/reaction/1257454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 66939373HCID 66939373—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66939233HCID 6693923357%

Reaction Steps

To a solution of the compound (641 mg, 1.70 mmol) obtained in Example 178b in tetrahydrofuran (10 mL) was slowly added dropwise a solution (1.85 mL, 2.041 mmol) of 1.1M lithium hexamethyldisilazide in tetrahydrofuran under ice-cooling. The reaction mixture was stirred under ice-cooling for 5 min, iodomethane (0.16 mL, 2.55 mmol) was added dropwise at the same temperature, and the mixture was further stirred for 5 min. The reaction mixture was acidified with 1N aqueous hydrochloric acid solution, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (378 mg, 57%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-3dafc6f643e84b17bc867d7739dae1db
Source noteuspto-grants-2013_06