Methanol → (S)-1-Acetyl-2-methyl-4-benzylpiperazine

HRID 1596216Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1596216
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][C@@H:10]([CH3:14])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:22](OC(=O)C)(=[O:24])[CH3:23].CO>ClCCl>[C:22]([N:11]1[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][C@@H:10]1[CH3:14])(=[O:24])[CH3:23]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 6923224(S)-1-Benzyl-3-methylpiperazine

Produkt 1

HCID 54471759(S)-1-Acetyl-2-methyl-4-benzylpiperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (S)-1-benzyl-3-methylpiperazine (588 mg) and triethylamine (0.47 ml) in dichloromethane (5 ml) was added acetic anhydride (0.32 ml) at 0° C. The reaction mixture was stirred at ambient temperature for 4 hours. Methanol was added to this solution and evaporated. The residue was taken up in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography eluting with a mixture of ethyl acetate and n-hexane (2:1) to give (S)-1-acetyl-4-benzyl-2-methylpiperazine (660 mg).

Aufarbeitung

  1. customevaporated
  2. washwashed with water and brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography
  6. washeluting with a mixture of ethyl acetate and n-hexane (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-a5f6a829e6e14ff0b8e2c97bc765dc5d
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06291464B1

Notizen zur Reaktion

Wird geladen…