N-(7-ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-2,2,2-trifluoro-N-propyl-acetamide → (7-Ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine

HRID 983477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 983477
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH:10]([N:14]([CH2:21][CH2:22][CH3:23])C(=O)C(F)(F)F)[CH2:11]2)=[CH:6][CH:5]=1)[CH3:2]>CO.[OH-].[Na+]>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH:10]([NH:14][CH2:21][CH2:22][CH3:23])[CH2:11]2)=[CH:6][CH:5]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 22560657N-(7-ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-2,2,2-trifluoro-N-propyl-acetamide

Produkt 1

HCID 22560667(7-Ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of N-(7-ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-2,2,2-trifluoro-N-propyl-acetamide (660 mg, 2.0 mmol) in methanol (30 mL) and 1 N NaOH (30 mL) was stirred at room temperature for 30 h. The reaction was concentrated and the residue partitioned between EtOAc (40 mL) and water (40 mL). The aqueous layer was extracted twice more with EtOAc (2×30 mL). The combined organic layers were washed with brine (30 mL), dried (MgSO4), and concentrated to afford (7-ethoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine.

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. customthe residue partitioned between EtOAc (40 mL) and water (40 mL)
  3. extractionThe aqueous layer was extracted twice more with EtOAc (2×30 mL)
  4. washThe combined organic layers were washed with brine (30 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cc09ac9f5ccf45f0b51b8ad2a587d02f
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06864266B2

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