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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377937Generated: October 30, 2026

Diethyl Ether → HCID 67204228, compound

https://huagongshe.com/reaction/2377937

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 Mz, 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 numberUS07470699B2
Source datasetuspto-grants-2008_12
ORD IDord-9cf72384caec4907abc1036aff7bdafe
Source noteuspto-grants-2008_12