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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771438Generated: November 3, 2026

Benzyl Bromide → 1-(2-(Benzyloxy)pent-4-enyl)-2-methylbenzene

https://huagongshe.com/reaction/1771438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57677800HCID 57677800—
SolventTetrahydrofuranHCID 8028—
Product1-(2-(Benzyloxy)pent-4-enyl)-2-methylbenzeneHCID 89852182—

Reaction Steps

To a suspension of NaH (4.9 g, 127.8 mmol) in THF (150 ml) was added 1-o-tolylpent-4-en-2-ol (15 g in THF, 85.22 mmol) at 0° C. stirred for 30 min. Then added benzylbromide (17.85 g, 102.2 mmol) at 0° C. then reaction mixture was stirred for room temperature for 16 h. Then quenched with ice cold H2O and concentrated under reduced pressure to afford crude compound. The title compound was separated by separation method-A and E. (Yield 13.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249127B2
Source datasetuspto-grants-2016_02
ORD IDord-66930eb3d2ae4d259cb24fa848964d3e
Source noteuspto-grants-2016_02