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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1684011Generated: November 3, 2026

Diethyl Ether → HCID 19041710, compound

https://huagongshe.com/reaction/1684011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromobenzyl bromideHCID 68527—
ReactantHCID 19041638HCID 19041638—
SolventDimethylformamideHCID 6228—
ProductHCID 19041710HCID 19041710—

Reaction Steps

To a 0° C. mixture of the indole from Step 3 (285 mg, 0.96 mmol) and 4-bromobenzyl bromide (310 mg, 1.05 mmol) in DMF (5 mL) was added NaH (44 mg, 1.1 mmol). The mixture was warmed up to r.t. and stirred for 1.5 h after which time it was poured on a mixture of ice water and Et2O. The organic layer was washed with brine, dried with MgSO4 and the solvent removed to yield a residue which was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05639780
Source datasetuspto-grants-1997_06
ORD IDord-33357345ad0047f8b2e98bd3c4e92416
Source noteuspto-grants-1997_06