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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 255893Erstellt: 25. Oktober 2026

Hydrochloric Acid → methyl N-[2-(2,3-dihydro-1H-indol-4-yl)-2-hydroxyethyl]carbamate

https://huagongshe.com/reaction/255893

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktWaterHCID 962—
EduktBorane,N-dimethylmethanamine (1:1)HCID 6327651—
Eduktmethyl N-[2-(1H-indole-4-yl)-2-hydroxyethyl]carbamateHCID 13986141—
Lösungsmittel1,4-DioxaneHCID 31275—
Produktmethyl N-[2-(2,3-dihydro-1H-indol-4-yl)-2-hydroxyethyl]carbamateHCID 1398614298,3%

Reaktionsschritte

35.5 g of borane-trimethylamine complex and then, slowly and while cooling to 10° C., 40.55 ml of 12N hydrochloric acid aqueous solution were added to a solution of 22.8 g of the product of Step A in 570 ml of dioxane and the mixture was stirred for 16 hours at ambient temperature. It was poured into 1,500 ml of water, washed with ethyl acetate, made alkaline with 48 ml of concentrated ammonia and was extracted with ethyl acetate. The organic phases were dried, filtered and evaporated to dryness to obtain 22.6 g of methyl N-[2-(2,3-dihydro-1H-indol-4-yl)-2-hydroxyethyl]carbamate which was crystallized from methanol to obtain 13.125 g of the product melting at ≃174° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04699907
Quelldatensatzuspto-grants-1987_10
ORD IDord-33d42735a78644219418d993238233cb
Quellennotizuspto-grants-1987_10