Hydrochloric Acid → (5-{4-[3-Amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}-2-thienyl)(4-methylphenyl)ketone

HRID 1641573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1641573
CC1(C)[O:7][CH2:6][C:5]([NH:30]C(=O)C)([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[S:17][C:18]([C:21](=[O:29])[C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)=[CH:19][CH:20]=3)=[CH:12][CH:11]=2)[CH2:4][O:3]1.Cl>C(O)C>[NH2:30][C:5]([CH2:4][OH:3])([CH2:6][OH:7])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[S:17][C:18]([C:21]([C:22]3[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=3)=[O:29])=[CH:19][CH:20]=2)=[CH:12][CH:11]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 57624584N-[2,2-dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide

Produkt 1

HCID 57624612(5-{4-[3-Amino-4-hydroxy-3-(hydroxymethyl)butyl]phenyl}-2-thienyl)(4-methylphenyl)ketoneAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

N-[2,2-Dimethyl-5-(2-{4-[5-(4-methylbenzoyl)-2-thienyl]phenyl}ethyl)-1,3-dioxan-5-yl]acetamide (0.22 g) was dissolved in ethanol (4 mL), concentrated hydrochloric acid (2 mL) was added, and the mixture was stirred at 80° C. for 4 hr. The reaction mixture was concentrated, aqueous potassium carbonate solution was added to the residue, and the precipitated crystals were collected by filtration to give the title compound (163 mg) as brown crystals.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionaqueous potassium carbonate solution was added to the residue
  3. filtrationthe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-a80e1ec1e9114f08b1287a4c7caea993
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114902B2

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