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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049665Generated: October 31, 2026

Diisopropylethylamine → 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)thiomorpholine 1,1-dioxide

https://huagongshe.com/reaction/1049665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(4-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 3734506—
ReactantThiomorpholine 1,1-dioxideHCID 6484228—
SolventDichloromethane methanolHCID 21226129—
Product4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)thiomorpholine 1,1-dioxideHCID 59392782—

Reaction Steps

2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) is added portionwise. The resulting solution is stirred at room temperature for 16 h. After this time, the reaction is complete. The solvent is evaporated. The compound is extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO4. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382247B2
Source datasetuspto-grants-2016_07
ORD IDord-d43c5a0977484d10aa6ae0d484fea1ae
Source noteuspto-grants-2016_07