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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527683Generated: October 31, 2026

Triphosgene → HCID 57410105, compound

https://huagongshe.com/reaction/527683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67966844HCID 67966844—
SolventDichloromethaneHCID 6344—
ProductHCID 57410105HCID 57410105134.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of N1-[4-(1,3-dihydro-2-benzofuran-4-yloxy)phenyl]-D-alaninamide (Intermediate 7, 80 mg) and TEA (0.187 ml, 1.341 mmol) in dichloromethane (10 ml) was stirred under argon at 0° C. Triphosgene (39.8 mg, 0.134 mmol) in dichloromethane (4 ml) was added and the mixture was left under stirring at 0° C. for 45 minutes. An aqueous saturated solution of NaHCO3 was then added. The phases were separated and the aqueous one was extracted 3 times with dichloromethane. The gathered organic phases were dried over sodium sulphate and concentrated under vacuum. The crude was purified by flash chromatography (FlashMasterPersonal), using as eluents a gradient Cyclohexane/Ethyl acetate from 100:0 to 40:60. This afforded the title compound as a white solid (58.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346790B2
Source datasetuspto-grants-2016_05
ORD IDord-c57f0a732b3b4a2f8bd2ac74dce629a1
Source noteuspto-grants-2016_05