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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 470977Erstellt: 25. Oktober 2026

Triethylamine → 2-Methylpentane

https://huagongshe.com/reaction/470977

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-Methylthiophene-2-carboxylic acidHCID 74713—
EduktPropylphosphonic anhydrideHCID 111923—
EduktTert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate hydrochlorideHCID 66964240—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-MethylpentaneHCID 7892—
ProduktTert-butyl 4-(5-methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 57989101—

Reaktionsschritte

1-Propanephosphonic acid cyclic anhydride (1.57M solution in THF, 0.64 mL) was added to a solution of tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride (WuXi PharmaTech) (0.26 g), 5-methylthiophene-2-carboxylic acid (0.142 g) and triethylamine (0.84 mL) in DMF (8 mL) and the resulting mixture stirred for 16 h. The reaction mixture was poured into water (100 mL) and extracted with ethyl acetate (3×200 mL). The combined organic solutions were washed with water (2×100 mL) and brine (100 mL), then dried over magnesium sulphate, filtered and evaporated in vacuo. Purification was by silica gel chromatography eluting with ethyl acetate:isohexane, 1:1 to give the subtitled compound as a clear oil. Yield 0.32 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08629271B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-ff7c9d6a1bfd461c8b6e213df92a9b8b
Quellennotizuspto-grants-2014_01