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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279530Generated: November 3, 2026

Dichloromethane → 3-(Tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propan-1-amine

https://huagongshe.com/reaction/2279530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-3-(3-fluoro-4-(trifluoromethyl)phenyl)propan-1-olHCID 68294328—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
Product3-(Tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propan-1-amineHCID 8670552770.9%

Reaction Steps

solution of 276 (0.200 g, 0.843 mmol), TBDMS-Cl (0.153 g, 1.01 mmol), DIPEA (0.294 mL, 1.69 mmol), DMAP (0.0103 g, 0.0843 mmol) and DCM (6 mL) was stirred for 1 h at RT and then poured into H2O, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (500:5) to afford 0.210 g (70.9%) of 3-(tert-butyldimethylsilyloxy)-1-(3-fluoro-4-(trifluoromethyl)phenyl)propan-1-amine (278).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-3f6ba1f9122d444a8329c5dfd35ca589
Source noteuspto-grants-2015_09