Hydrochloric Acid → (R)-4-(3,4-dichlorophenyl)butan-2-amine hydrochloride

HRID 1844422Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1844422
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C@H:11]([NH:13][S@](C(C)(C)C)=O)[CH3:12])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl.CC(S(OC)=O)(C)C>CO.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C@H:11]([NH2:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 543690Methyl 2-methylpropane-2-sulfinateHCID 86731088(S)-N-((R)-4-(3,4-dichlorophenyl)butan-2-yl)-2-methylpropane-2-sulfinamide

Produkt 1

HCID 86731090(R)-4-(3,4-dichlorophenyl)butan-2-amine hydrochlorideAusbeute 195 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

(S)-N-((R)-4-(3,4-Dichlorophenyl)butan-2-yl)-2-methylpropane-2-sulfinamide (600 mg, 1.862 mmol) was stirred in MeOH (10 mL) at rt. 4N HCl in dioxane (5 mL) was added. The resulting mixture was stirred at rt for 20 min. The solvents were evaporated and CH2Cl2 (3×) was added and evaporated. The resulting white solids were vacuum dried for 5 h to give (R)-4-(3,4-dichlorophenyl)butan-2-amine hydrochloride (462 mg, 1.815 mmol, 97% yield) as off-white solids and methyl 2-methylpropane-2-sulfinate. The HCl salt was used without further purification. LC-MS (ESI) m/z 218.0 (M+H), RT=1.61 min (Method B).

Aufarbeitung

  1. customThe solvents were evaporated
  2. additionCH2Cl2 (3×) was added
  3. customevaporated
  4. customdried for 5 h

Quellen und Nachweise

ORD-Eintrag
ord-5dde90ca36fa4799bb65d4894654b4b7
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946430B2

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