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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1594227Erstellt: 26. Oktober 2026

Acetyl chloride → 2-Acetylamino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1594227

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetyl chlorideHCID 6367—
EduktEthyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylateHCID 78262—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt2-Acetylamino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl esterHCID 9868296,3%

Reaktionsschritte

To a solution of ethyl 2-amino-4, 5, 6, 7-tetrahydrobenzothiophene-3-carboxylate (16 g, 71.1 mmol) in THF (100 mL) was added 4-(dimethylamino)pyridine (434 mg, 3.55 mmol) and acetyl chloride (6.1 mL, 85.3 mmol). After stirring for 2 h at room temperature, the solution was diluted with brine solution (500 mL) and extracted with ethyl acetate (500 mL, 3×). The combined organic phases were dried over MgSO4, filtered, and concentrated to provide the title compound (18.3 g, 96%) as a light yellow solid: MS (ES) m/z 268 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07300952B2
Quelldatensatzuspto-grants-2007_11
ORD IDord-269027c67f7a4062abd10f8b2866cf5b
Quellennotizuspto-grants-2007_11