Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420059Generated: October 30, 2026

Water → HCID 66650519, compound

https://huagongshe.com/reaction/420059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
Reactanttert-Butyl (cyclopropanesulfonyl)carbamateHCID 20773763—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 66650519HCID 6665051930%

Reaction Conditions

Temperature-80 °C

Reaction Steps

To a stirred solution of compound 77 (500 mg, 2.26 mmol) in anhydrous THF (5 mL) at −80° C. was added nBuLi (2.26 mL, 5.65 mmol) dropwise. The mixture was stirred at −80° C. for 10 min and bromomethylbenzene (271 μL, 3.39 mmol) was added dropwise at −80° C. The mixture was then allowed to warm up to −30° C. Water was then slowly added followed by EtOAc. Organics were dried over Na2SO4, filtered, concentrated under reduced pressure, and purified by chromatography on silica gel (EtOAc/DCM) to yield compound 78 as a white powder in 30% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093379B2
Source datasetuspto-grants-2012_01
ORD IDord-40a77c5613c2488a82384c8d5493c46b
Source noteuspto-grants-2012_01