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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1250118Erstellt: 26. Oktober 2026

Dichloromethane → HCID 69991466, Verbindung

https://huagongshe.com/reaction/1250118

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
Edukt1,3-DibromobenzeneHCID 7927—
EduktPotassium Phosphate, TribasicHCID 62657—
EduktMethyl 3-butenoateHCID 77314—
Edukt9-Borabicyclo[3.3.1]nonane dimerHCID 11322441—
KatalysatorPalladium ChlorideHCID 24290—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 69991466HCID 6999146616%

Reaktionsschritte

[9-Borabicyclo[3.3.1]nonane dimer] (13.4 mL, 6.68 mmol) (9-BBN dimer) was added to a solution of methyl-3-butenoate (0.71 mL, 6.68 mmol) in tetrahydrofuran (2.7 mL) at 0-5° C. under an argon atmosphere, and the mixture was stirred for 4 hours. N,N-Dimethylformamide (27 mL), palladium(II) chloride, dichloromethane (130 g, 0.16 mmol), 1,3-dibromobenzene (0.77 mL, 61.37 mmol) and potassium phosphate (powdered, 1.5 g, 6.94 mmol) were added. The mixture was treated at 50° C. overnight. Water was added and the mixture extracted with diethyl ether. The extract was washed with water, brine, and dried over sodium sulfate, and concentrated to dryness. Purification by flash chromatography, eluting with hexane/ethyl acetate) gave 4-(3-bromophenyl)butyric acid methyl ester as a clear oil (0.26 mg, 16%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06335459B1
Quelldatensatzuspto-grants-2002_01
ORD IDord-f2d14f1a6ab046f4bbd61fa0d584cbdd
Quellennotizuspto-grants-2002_01