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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640550Generated: October 31, 2026

Imidazole → HCID 87130162, compound

https://huagongshe.com/reaction/1640550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactanttert-Butyl (2-hydroxypent-4-en-1-yl)carbamateHCID 71337422—
SolventTetrahydrofuranHCID 8028—
ProductHCID 87130162HCID 8713016236.1%

Reaction Steps

Rac-(2-hydroxy-pent-4-enyl)-carbamic acid tert-butyl ester (5 g, 24.8 mmol; prepared according to Tetrahedron Lett. (2006), 47, 3295) was added dropwise to a mixture of TBDMSCl (3.7 g, 1 eq.) and imidazole (1.7 g, 1 eq.) in THF (55 mL). The mixture was stirred at rt overnight, filtered and the filtrate washed with water and brine, dried over MgSO4 and concentrated. The residue was purified by FC (Hept/EA:1, EA) to give the title intermediate as a colourless oil (2.8 g, 36% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114867B2
Source datasetuspto-grants-2012_02
ORD IDord-238c0862a9f049a19b0e98cf9cee195e
Source noteuspto-grants-2012_02