Trifluoroacetic acid → N-((7-Amino-8-benzyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl)propane-1-sulfonamide

HRID 82869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 82869
[CH2:1]([CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([CH2:18][NH:19][S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH:16]=2)[CH2:11][CH2:10][CH:9]1[NH:26]C(=O)OC(C)(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:26][CH:9]1[CH:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:17]2[CH:16]=[C:15]([CH2:18][NH:19][S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH:14]=[CH:13][C:12]=2[CH2:11][CH2:10]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86685684tert-Butyl 1-benzyl-7-(propylsulfonamidomethyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

Produkt 1

HCID 57471314N-((7-Amino-8-benzyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl)propane-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

tert-Butyl 1-benzyl-7-(propylsulfonamidomethyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate (0.628 g, 1.33 mmol) was dissolved in dichloromethane (5 mL) and trifluoroacetic acid (0.5 mL, 6.49 mmol) and stirred overnight at room temperature. The solution was evaporated and partitioned between saturated aqueous NaHCO3 and ethyl acetate. Water was extracted with ethyl acetate (2×30 mL). The collected organic extracts were dried on MgSO4 and evaporated under reduced pressure to give a brown oil. Product was obtained as a brown oil (0.487 g, 1.31, 98%)

Aufarbeitung

  1. customThe solution was evaporated
  2. custompartitioned between saturated aqueous NaHCO3 and ethyl acetate
  3. extractionWater was extracted with ethyl acetate (2×30 mL)
  4. customThe collected organic extracts were dried on MgSO4
  5. customevaporated under reduced pressure
  6. customto give a brown oil
  7. customProduct was obtained as a brown oil (0.487 g, 1.31, 98%)

Quellen und Nachweise

ORD-Eintrag
ord-c16b466497944e85b74de1e318319f5d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846741B2

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