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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663652Generated: October 29, 2026

Bis(2-bromoethyl) ether → methyl 3-(4-cyanotetrahydro-2H-pyran-4-yl)benzoate

https://huagongshe.com/reaction/1663652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-(cyanomethyl)benzoateHCID 10821136—
SolventDimethyl SulfoxideHCID 679—
Productmethyl 3-(4-cyanotetrahydro-2H-pyran-4-yl)benzoateHCID 5744103646.5%

Reaction Steps

Using methyl 3-(cyanomethyl)benzoate (1.0 g, 5.7 mmol), sodium hydride (60% in oil, 0.69 g, 17 mmol), bis(2-bromoethyl)ether (1.8 g, 6.9 mmol) and dimethyl sulfoxide (12 mL) as starting materials and in the same manner as in Reference Example 31, the title compound (650 mg, 46%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034812B2
Source datasetuspto-grants-2011_10
ORD IDord-4c648aed3cc64cdfb9a721cabb326080
Source noteuspto-grants-2011_10