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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925497Generated: November 3, 2026

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

https://huagongshe.com/reaction/925497

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) were dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) was added portion wise. The resulting solution was stirred at room temperature for 16 h. After this time, the reaction was complete. The solvent was evaporated. The compound was extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO4. Organic layers were filtered and evaporated. The final compound was isolated without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284311B2
Source datasetuspto-grants-2016_03
ORD IDord-af5e63a8740541cb8aaf8f20369de7d9
Source noteuspto-grants-2016_03