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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279542Generated: October 30, 2026

Dichloromethane → 3-(Tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amine

https://huagongshe.com/reaction/2279542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-3-(3,4-difluorophenyl)propan-1-olHCID 62389735—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
Product3-(Tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amineHCID 6829431269.9%

Reaction Steps

A solution of 304 (0.400 g, 2.14 mmol), TBDMS-Cl (0.386 g, 2.56 mmol), DIPEA (0.744 mL, 4.27 mmol), DMAP (0.0261 g, 0.214 mmol) and DCM (10 mL) was stirred at RT for 1 h and then poured into water and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with DCM/MeOH (500:7) to afford 0.45 g (69.9%) of 3-(tert-butyldimethylsilyloxy)-1-(3,4-difluorophenyl)propan-1-amine (306).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-f64a70a54dfb425a98a88cc59d9d4b4e
Source noteuspto-grants-2015_09