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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662668Generated: October 30, 2026

Water → HCID 67429355, compound

https://huagongshe.com/reaction/1662668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantBenzene, ((2-bromoethoxy)methyl)-HCID 73833—
ReactantPhenylmethyl N-[(1S)-2-(dimethylamino)-1-methyl-2-oxoethyl]carbamateHCID 69348250—
SolventDimethylformamideHCID 6228—
ProductHCID 67429355HCID 6742935575.4%

Reaction Steps

Under nitrogen atmosphere, to a solution of 2.78 g of the compound obtained in Step 79-1 in DMF (30 ml) was added 0.66 g of NaH under ice cooling. The solution was stirred at room temperature for one hour, then, 3.58 g of [(2-bromoethoxy)methyl]benzene was added. The solution was stirred at room temperature for two hours, then, water was added, and the resulting mixture was extracted with EtOAc. The organic layers were combined, washed with saturated brine and dried over MgSO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60; mobile phase: n-hexane/EtOAc=2/3; v/v) to obtain 3.22 g of the title compound (pale yellow oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030499B2
Source datasetuspto-grants-2011_10
ORD IDord-063c68cc90404988aade66e1129c7a49
Source noteuspto-grants-2011_10