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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658104Generated: October 29, 2026

Carbon Dioxide → HCID 68453855, compound

https://huagongshe.com/reaction/658104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DioxideHCID 280—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 68452123HCID 68452123—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 68453855HCID 6845385563%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A 1 g portion of 4-(3-bromophenyl)-2,2-dimethyl-1,3-dioxane was dissolved in 18 ml of THF solution and cooled to −78° C., and then 2.35 ml of hexane solution containing 1.57 M n-butyl lithium was added dropwise thereto spending 1 hour. After completion of the dropwise addition, this was further stirred for 30 minutes. After adding excess amount of carbon dioxide thereto at −78° C., the mixture was risen to room temperature. The reaction solution was mixed with ammonium chloride aqueous solution and extracted 10 times with chloroform-methanol (5:1), the organic layer was dried with sodium sulfate and concentrated, and then the thus formed residue was purified by a silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 550 mg (63%) of 3-(2,2-dimethyl-1,3-dioxan-4-yl)benzoic acid (Reference Example 15-1). FA: 237

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076367B2
Source datasetuspto-grants-2011_12
ORD IDord-7625d93b79c44b4eb3594a7b2fdb7a12
Source noteuspto-grants-2011_12