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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207082Generated: November 1, 2026

Methanesulfonyl chloride → Tert-butyl {3-[4-(chloromethyl)-3-methoxyphenoxy]propoxy}dimethylsilane

https://huagongshe.com/reaction/2207082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantLithium ChlorideHCID 433294—
Reactant(4-(3-(tert-Butyldimethylsilyloxy)propoxy)-2-methoxyphenyl)methanolHCID 68747805—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductTert-butyl {3-[4-(chloromethyl)-3-methoxyphenoxy]propoxy}dimethylsilaneHCID 123781615111.8%

Reaction Steps

Methanesulfonyl chloride (4.02 mL) was added to the mixture of the product from step (ii) (8.47 g), diisopropylethylamine (13.4 mL) and lithium chloride (3.29 g) in THF (105 mL) at RT and stirred for 40 mins. The mixture was diluted with water and brine, and extracted with EtOAc. The combined organic solutions were washed with brine, dried and concentrated to give 10.0 g of the subtitle compound as a yellow oil; 1H NMR: 7.23 (1H, dd), 6.44-6.49 (2H, m), 4.63 (2H, s), 4.06 (2H, t), 3.85 (3H, s), 3.79 (2H, t), 1.94-2.02 (2H, m), 0.89 (9H, s), 0.04 (6H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376398B2
Source datasetuspto-grants-2016_06
ORD IDord-93fc405323ad468e9c033d5c7fed2397
Source noteuspto-grants-2016_06