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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429353Generated: November 4, 2026

Sodium hydride → HCID 67418218, compound

https://huagongshe.com/reaction/1429353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 2-(bromomethyl)benzoateHCID 2734813—
ReactantHCID 67417832HCID 67417832—
SolventDimethylformamideHCID 6228—
ProductHCID 67418218HCID 6741821879%

Reaction Steps

To a solution of compound 2c (500 mg, 1.1 mmol) in DMF (10 mL) at 10° C., NaH (60 wt %, 44 mg, 1.1 mmol) was added in portions. The mixture was stirred for an additional 30 min and then the solution of methyl 2-(bromomethyl)-benzoate (253 mg, 1.1 mmol) in DMF (2 mL) was added dropwise. The resulting mixture was stirred at 10° C. for 30 min and warmed to rt overnight. The reaction was quenched with water and diluted with EA (40 mL), washed with brine (3×20 mL). The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purification by silica gel flash chromatography (PE:EA=2:1) to give compound 2d as a white solid (520 mg, 79% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940722B2
Source datasetuspto-grants-2015_01
ORD IDord-578ed2cce06742698bd101b476e09d76
Source noteuspto-grants-2015_01