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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368027Generated: October 31, 2026

1-Amino-2-propanol → HCID 87090848, compound

https://huagongshe.com/reaction/2368027

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Amino-2-propanolHCID 4—
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantTriethylsilyl trifluoromethanesulphonateHCID 2733308—
SolventTetrahydrofuranHCID 8028—
ProductHCID 87090848HCID 87090848—

Reaction Conditions

Temperature-78 °C

Reaction Steps

In a 50 mL round bottomed flask, 1-methyl-2-aminoethanol (500.0 mg, 6.66 mmol) and imidazole (498.8 mg, 7.326 mmol, 1.1 equiv.) were dissolved in THF (3 mL). The mixture was cooled down to −78° C. and then TESOTf (1.76 g, 6.66 mmol, 1.0 equiv.) was added at the same temperature. The mixture was allowed to warm to room temperature. After stirring for 1 h, water (30 mL) was added to the mixture and the whole was extracted with EtOAc (30 mL×3). Combined organic layers were washed with brine (30 mL) and dried over Na2SO4. The solvent was removed under a reduced pressure to give the O-silylated aminoalcohol as a colorless oil (2-(triethylsilyloxy)propan-1-amine, 2.34 g). Obtained product was immediately used for the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703759B2
Source datasetuspto-grants-2014_04
ORD IDord-45b6cc20c8aa40f0adf76b066134784a
Source noteuspto-grants-2014_04