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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558145Generated: October 29, 2026

Sodium hydride → HCID 66999940, compound

https://huagongshe.com/reaction/558145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantHCID 57445096HCID 57445096—
SolventDimethylformamideHCID 6228—
SolventChloroform isopropyl alcoholHCID 21906603—
ProductHCID 66999940HCID 6699994086.1%

Reaction Steps

Add sodium hydride (424 mg, 18 mmol) to a solution of 2-benzo[b]thiophen-7-yl-phenol (1 g, 4.4 mmol) in 10 mL of DMF. Stir the mixture at RT for 1 h and add (2-bromo-ethyl)-carbamic acid tert-butyl ester (2 g, 8.9 mmol). Continue to stir the reaction mixture for another 4 h at RT. Dilute the mixture with chloroform-IPA (3:1, 100 mL). Wash the organic phase with aqueous saturated sodium chloride and water. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo. Purify the residue by column chromatography (20% ethyl acetate in hexane) to give the title compound as a pale yellow solid (1.4 g, 86%). MS (ES) m/z 392 [M+Na]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063035B2
Source datasetuspto-grants-2011_11
ORD IDord-ce555aa8bdc246eba34d24230fbd9e3e
Source noteuspto-grants-2011_11