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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75166Generated: October 28, 2026

Triethylamine → HCID 59437182, compound

https://huagongshe.com/reaction/75166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 59437169HCID 59437169—
SolventDichloromethaneHCID 6344—
ProductHCID 59437182HCID 5943718254.2%

Reaction Steps

To a solution of 4-(1-adamantylmethylamino)butan-2-ol (50 mg, 0.21 mmol) and Et3N (42.4 mg, 0.42 mmol) in CH2Cl2 (5 mL) at 0° C. under N2, a solution of triphosgene (25 mg, 0.084 mmol) in CH2Cl2 (1 mL) was added dropwise. The mixture was stirred at rt for 1 h. The mixture was concentrated to give crude product, which was purified by preparative TLC to afford 3-((1-adamantyl)methyl)-6-methyl-1,3-oxazinan-2-one (12 mg, 21%). 1H NMR (CD3OD, 400 MHZ): δ=1.46 (d, 3H), 1.72˜2.18 (m, 17H), 3.02 (d, 1H), 3.34 (d, 1H), 3.44 (m, 1H), 3.63 (m, 1H), 4.58 (m, 1H); MS m/z=264

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835426B2
Source datasetuspto-grants-2014_09
ORD IDord-21792e1b24864b84b5494cc282aacb61
Source noteuspto-grants-2014_09