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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171030Generated: November 2, 2026

Ethyl isocyanate → Ethyl-carbamic acid 3-[2,3-dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl ester

https://huagongshe.com/reaction/2171030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
ReactantTriethylamineHCID 8471—
Reactant4-[2-(3-Hydroxymethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-oneHCID 54576296—
SolventDichloromethaneHCID 6344—
ProductEthyl-carbamic acid 3-[2,3-dimethoxy-6-(1-oxo-indan-4-yl)-phenoxymethyl]-oxetan-3-ylmethyl esterHCID 67463704—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirring solution of 4-[2-(3-Hydroxymethyl-oxetan-3-ylmethoxy)-3,4-dimethoxy-phenyl]-indan-1-one (Compound 104)(100 mg, 0.2604 mmol) in dichloromethane (15 mL), were added triethylamine (0.1 mL, 0.772 mmol) and ethyl isocyanate (55 mg, 0.78 mmol) and the resultant reaction mixture was heated to 50° C. for 16 h. The reaction mixture was quenched with sodium bi carbonate solution and extracted with dichloromethane (3×). The combined dichloromethane layer was washed with brine and dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification by column chromatography (silica gel, 0-25% ethyl acetate in pet ether) to afforded the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-3dc1f574e1b34c4d8100971bd54b01ee
Source noteuspto-grants-2015_06