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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337194Generated: October 26, 2026

Toluene → (S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-ol

https://huagongshe.com/reaction/337194

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant1-(3-Bromo-2-methyloxyphenyl)heptane-1-oneHCID 59544892—
SolventMethanolHCID 887—
Product(S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-olHCID 5954489498.3%

Reaction Steps

Under room temperature, a 1M borane THF solution (48 mL) was added to an R-CBS 1M toluene solution (1.20 mL). 1-(3-Bromo-2-methyloxyphenyl)heptane-1-one (7, 13 g) was added, and the mixture was stirred for 1 hour. Methanol was added, a solvent was distilled off, and the residue was purified, by chromatography to obtain (S)-1-(3-bromo-2-methyloxyphenyl)heptane-1-ol (8, 12.86 g, yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889722B2
Source datasetuspto-grants-2014_11
ORD IDord-f970433cb798446ca67ec67d8996e9c2
Source noteuspto-grants-2014_11