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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012290Generated: October 31, 2026

Water → HCID 23152615, compound

https://huagongshe.com/reaction/1012290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-BenzyloxyphenolHCID 80459—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
SolventDimethylformamideHCID 6228—
ProductHCID 23152615HCID 2315261599.5%

Reaction Steps

To a solution of 2-benzyloxyphenol (3.00 g, 15.0 mmol) in N,N-dimethylformamide (15 ml) was added sodium hydride (60% in oil) (719 mg, 18.0 mmol) under ice-cooling, and the mixture was stirred at 30 min. 2-(2-Bromoethoxy)tetrahydropyran (2.72 ml, 18.0 mmol) was added to the reaction mixture and the mixture was stirred at 18 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure to give 2-[2-(2-benzyloxyphenoxy)ethoxy]tetrahydropyran (4.90 g). The obtained compound was used for Step 2 without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977331B1
Source datasetuspto-grants-2011_07
ORD IDord-b8e7fc9f63fd4a6a96484a872eccacff
Source noteuspto-grants-2011_07