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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387124Generated: October 30, 2026

Hydrochloric Acid → HCID 58764106, compound

https://huagongshe.com/reaction/2387124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantMethyl 4-bromo-2-methylbenzoateHCID 22031226—
ReactantHCID 178418573HCID 178418573—
ProductHCID 58764106HCID 5876410672%

Reaction Steps

To 4-bromo-2-methyl-benzoic acid methyl ester (3.7 g, 15.9 mmol) in diethyl ether (10 mL) at 0° C. under N2 was added 3N methylmagnesium bromide in diethyl ether (21 mL, 63 mmol). The mixture was stirred 16 h at room temperature. The mixture was poured into 1N hydrochloric acid (aq, 10 mL) and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride, dried (MgSO4), filtered, and concentrated in vacuo to a crude colorless oil. Flash chromatography (SiO2, 5% ethyl acetate/hexane) gave the title compound as a colorless oil (2.6 g, 72%). 1H NMR (300 MHz, CDCl3): δ ppm 1.63 (s, 6 H) 2.56 (s, 3 H) 7.26-7.34 (m, 3 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268835B2
Source datasetuspto-grants-2012_09
ORD IDord-7bba51be09bc49b3acbd6409c6abcf64
Source noteuspto-grants-2012_09