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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444773Generated: November 1, 2026

Diethyl Ether → HCID 67529218, compound

https://huagongshe.com/reaction/1444773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl iodideHCID 6328—
Reactant2,3,3-trimethyl-3H-indol-5-yl-acetic acidHCID 14117637—
SolventSulfolaneHCID 31347—
ProductHCID 67529218HCID 6752921879%

Reaction Conditions

Temperature48 °C

Reaction Steps

Methyl iodide (3 ml, 48.19 mmol) was added to a solution of 2,3,3-trimethyl-3H-indol-5-yl-acetic acid (2.5 g, 11.52 mmol) in sulfolan (15 ml). The reaction was heated at 48° C. for 18 hours, then cooled to room temperature. The crude reaction mixture was added dropwise to an excess of diethyl ether and the precipitate was collected by filtration and dried in vacuo to obtain the product as a beige solid (3.27 g, 79% yield). 1H NMR (d6-DMSO): δH 7.85 (d, 1H), 7.70 (s, 1H), 7.50 (d, 1H), 3.95 (s, 3H), 3.75 (s, 2H), 2.75 (s, 3H), 1.50 (s, 6H). MALDI-TOF, m/z 232 (M+=232 for C14H18NO2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662973B2
Source datasetuspto-grants-2010_02
ORD IDord-d03fd6d80c834c9faaa7046db80bad81
Source noteuspto-grants-2010_02