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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778830Generated: November 3, 2026

Water → HCID 64452739, compound

https://huagongshe.com/reaction/1778830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantHCID 56978789HCID 56978789—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 64452739HCID 64452739—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of EXAMPLE 63A (727 mg) in tetrahydrofuran (10 mL) was chilled to −45° C. n-Butyllithium (2.3 M solution in hexanes, 2.52 mL) was added dropwise over 5 minutes. The reaction was stirred for 1.5 hours, during which time the temperature increased to −20° C. Iodomethane (0.368 mL) was added dropwise over 3 minutes. The reaction was stirred for 30 minutes between −20 and −15° C. Water (25 mL) was added and the mixture was extracted with ethyl acetate (3×25 mL). The extracts were dried (Na2SO4), filtered, and concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266877B2
Source datasetuspto-grants-2016_02
ORD IDord-f5ef7924825748e5bd27849066d56aee
Source noteuspto-grants-2016_02