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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910592Generated: October 31, 2026

Diethyl Ether → 1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethanone

https://huagongshe.com/reaction/1910592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethanolHCID 58707260—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Product1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethanoneHCID 58707284—

Reaction Steps

1-(6-Chloro-2,3-dihydrobenzo[b][1,4]dioxin-8-yl)ethanol (258 mg, 1.20 mmol) was dissolved in 4 mL of dichloromethane. PCC (648 mg, 3.00 mmol) was added portionwise and the mixture was stirred for 16 h (reaction is likely to be completed earlier). Diethyl ether (20 mL) was added and stirred for 10 minutes. The heterogeneous mixture was filtered through a plug of celite. The solvent was removed by rotary evaporation to collect the desired product (248 mg, 97%). 1H NMR (400 MHz, CDCl3): δ 7.28 (d, 1H), 7.01 (d, 1H), 4.33 (m, 4H), 2.59 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604021B2
Source datasetuspto-grants-2013_12
ORD IDord-0cadcb9d4fd94dde95eb37519b13910d
Source noteuspto-grants-2013_12