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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215266Generated: November 1, 2026

Sodium Hydroxide → HCID 21055336, compound

https://huagongshe.com/reaction/2215266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantThioguaiacolHCID 23642—
Reactant(S)-(+)-3-Bromo-2-methyl-1-propanolHCID 10986449—
SolventWaterHCID 962—
ProductHCID 21055336HCID 21055336100%

Reaction Steps

2.2 ml (0.021 mol) of 3-bromo-2-(S)-methyl-1-propanol are introduced into a round-bottomed flask kept under an inert atmosphere. 20 ml of an aqueous sodium hydroxide solution (1N) are added dropwise, followed by 2.3 ml (0.019 mol) of 2-methoxythiophenol. The mixture is brought to 90° C. for 4 hours and is then cooled to ambient temperature. 50 ml of water are then added and the mixture is extracted with dichloromethane. The combined organic phases are washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (eluent: dichloromethane/methanol=99:1). 4 g (0.019 mol) of the title compound (XXb-1) are recovered in the form of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109234B2
Source datasetuspto-grants-2006_09
ORD IDord-ffb14ca1d77e45778e3c3835d462584c
Source noteuspto-grants-2006_09