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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336574Generated: October 29, 2026

Water → HCID 89498784, compound

https://huagongshe.com/reaction/336574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantHCID 89498963HCID 89498963—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89498784HCID 89498784—

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of EXAMPLE 3A (869 mg) in tetrahydrofuran (10 mL) was chilled to −45° C. n-Butyllithium (2.3 M solution in hexanes, 2.10 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 (0.305 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 numberUS08889675B2
Source datasetuspto-grants-2014_11
ORD IDord-8b8a2201f4ce46cda5beff593b32dc3c
Source noteuspto-grants-2014_11