Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036812Generated: November 1, 2026

Diethyl Ether → HCID 67204228, compound

https://huagongshe.com/reaction/1036812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(4-(Benzyloxy)-3-fluorophenyl)ethanolHCID 67203489—
SolventDichloromethaneHCID 6344—
ProductHCID 67204228HCID 6720422893.5%

Reaction Steps

To a solution of 2-(4-benzyloxy-3-fluoro-phenyl)-ethanol (1.0 g, 4.0 mmol) and CBr4 (1.5 g, 4.5 mmol) in CH2Cl2 (10 mL), was PPh3 (1.2 g, 4.5 mmol) added portionwise at 0° C. The reaction mixture stirred for 2 hours at the same temperature. The reaction was concentrated under vacuum and the residue was stirred in ether (10 mmol). The solid, mainly triphenylphosphine oxide, was filtrated off and the filtrate was concentrated under vacuum. The residue was purified over SiO2 to afford the desired compound (1.15 g, 93.5%) as a white crystal. 1H NMR (400 MHz, DMSO-d6) δ 7.36-7.49 (m, 5H), 7.17-7.23 (m, 2H), 7.03-7.05 (m, 1H), 5.18 (s, 2H), 3.72 (t, 2H), 3.08 (t, 2H). LCMS 273.4 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546429B2
Source datasetuspto-grants-2013_10
ORD IDord-69fcf040dd564316b098d2f5e8cf1134
Source noteuspto-grants-2013_10