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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61865Generated: October 28, 2026

Carbon Dioxide → 2-(1-Benzo[b]thiophen-2-yl-1-methylethyl)-4-methoxy-benzoic acid

https://huagongshe.com/reaction/61865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantHydrochloric AcidHCID 313—
ReactantHCID 66834047HCID 66834047—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(1-Benzo[b]thiophen-2-yl-1-methylethyl)-4-methoxy-benzoic acidHCID 6683470055%

Reaction Conditions

Temperature-78 °C

Reaction Steps

2-[1-(2-Bromo-5-methoxy-phenyl)-1-methylethyl]-benzo[b]thiophene (Compound Z3, 40 mg, 0.11 mmol) was dissolved in tetrahydrofuran (0.5 mL), cooled to −78° C., added with n-butyl lithium (1.57 M, hexane solution, 0.07 mL), and the mixture was stirred for 10 min. The reaction mixture was added with dry ice and then maintained for 1 hr. After that, the mixture was added with 0.5 N hydrochloric acid, extracted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate. The residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (22 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-1879cf2d05e6439aba654f5f1ce39176
Source noteuspto-grants-2016_09