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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206716Generated: November 1, 2026

Water → HCID 86714052, compound

https://huagongshe.com/reaction/2206716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantHCID 71076877HCID 71076877—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 86714052HCID 86714052182.2%

Reaction Steps

To a solution of compound 75 (4.12 mmol) in DMF/THF (20 mL/60 mL) at 0° C. under an atmosphere of nitrogen were added NaH (60% oil, 825 mg, 20.6 mmol) and benzyl bromide (4.9 mL, 41.2 mmol) dropwise, and the mixture was stirred for 16 hours at the room temperature. To the mixture was added water (20 mL) to quench the reaction. After dilution with water, the mixture was stirred at room temperature for 30 min and extracted with EtOAc (200 mL). The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the product 76 (3.0 g, 93%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371303B2
Source datasetuspto-grants-2016_06
ORD IDord-d752f77ca56a44019c7c2d0c0008f6cf
Source noteuspto-grants-2016_06