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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75151Generated: October 28, 2026

Triethylamine → HCID 59437174, compound

https://huagongshe.com/reaction/75151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 59437170HCID 59437170—
SolventDichloromethaneHCID 6344—
ProductHCID 59437174HCID 5943717450.8%

Reaction Steps

To a solution of (S)-1-cyclohexyl-2-((1-adamantylmethyl)amino)ethanol (22 mg, 0.077 mmol) and Et3N (15.6 mg, 0.154 mmol) in dry CH2Cl2(2 mL) at 0° C. was added triphosgene (9.2 mg, 0.031 mmol) in dry CH2Cl2(2 mL). The mixture was stirred for 30 min and then concentrated in vacuum to give the crude product, which was purified by preparative TLC to afford (S)-3-((1-adamantyl)methyl)-5-cyclohexyloxazolidin-2-one (5 mg, 21%). 1H NMR (MeOD, 400 MHZ): δ=1.18-1.97 (m, 25H), 2.75-2.95 (m, 2H), 3.42 (t, 1H), 3.72 (t, 1H), 4.83 (m, 1H); MS: m/z=318.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835426B2
Source datasetuspto-grants-2014_09
ORD IDord-26e2830683244d6b9e9d51959b71873f
Source noteuspto-grants-2014_09