Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642643Generated: November 3, 2026

Tetrahydrofuran → HCID 86625050, compound

https://huagongshe.com/reaction/1642643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 66756725HCID 66756725—
ReactantButyllithiumHCID 178418339—
ProductHCID 86625050HCID 86625050—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 4-benzyloxy-5-bromo-7-methylindan (5.87 g, 19.4 mmol) in THF (75 mL) at −78° C. is added dropwise n-BuLi (1.6 M in hexane, 13.3 mL, 21.3 mmol) and it is stirred at −78° C. for 1.5 h. DMF (freshly distilled from CaH2, 29 mL, 0.38 mol) is added dropwise and it is stirred at −78° C. for 4 h before slowly warmed to ambient temperature and stirred for 18 h. EtOAc is added and it is washed with 1N HCl and brine, dried and concentrated. The residue is purified by flash chromatography to give the title compound as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119666B2
Source datasetuspto-grants-2012_02
ORD IDord-b56b90de3f0a4bcf900f8d28ce402d33
Source noteuspto-grants-2012_02