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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053683Generated: November 1, 2026

Hydrochloric Acid → 1-(3-Bromo-2-methylphenyl)ethanone

https://huagongshe.com/reaction/1053683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
Reactant3-Bromo-2-methylbenzonitrileHCID 23433537—
ReactantHCID 178418573HCID 178418573—
Product1-(3-Bromo-2-methylphenyl)ethanoneHCID 2048013168.2%

Reaction Conditions

Temperature47.5 °C

Reaction Steps

3-Bromo-2-methylbenzonitrile (810 mg, 4.13 mmol) was stirred in THF (5 mL) at 0° C. under argon, and methylmagnesium bromide (1.6 mL, 4.8 mmol) (3.0 M solution in Et2O). The reaction was stirred at 45-50° C. for 2 h. The reaction was cooled to 0° C. and 6 N HCl (5 mL) was added carefully. The reaction mixture was stirred at 40-50° C. for 2 h. After cooling, the mixture was extracted with Et2O (2×). The organic layers were washed with H2O, brine, dried over MgSO4, filtered and concentrated to give Intermediate 12A (600 mg, 2.82 mmol, 68.2% yield) as yellowish oil. LCMS=1.27 min [M+1]=211.9, 213.9 (Method B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394260B2
Source datasetuspto-grants-2016_07
ORD IDord-e8b50cfd399246e0aae2378f09c38a52
Source noteuspto-grants-2016_07