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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573302Generated: October 29, 2026

Water → 2-[4-(Methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/573302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
SolventDimethylformamideHCID 6228—
Product2-[4-(Methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 17998901—

Reaction Steps

NaH (60% in oil, 4.00 g) was added portionwise at 0° C. to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (11.00 g) in DMF (125 mL). After stirring for 10 min, MOMCl (7.60 mL) was added dropwise, and the mixture was stirred for 1 h. The reaction mixture was poured into water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/AcOEt) to give the title compound (8.86 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-f72582139ee14125aeb0cc5b0e739648
Source noteuspto-grants-2015_05