Methyl bromoacetate → HCID 13457778, Verbindung

HRID 463516Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 463516
[CH2:1]([O:8][C:9]([CH:11]1[CH2:17][CH2:16][CH2:15][CH2:14][NH:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:19][C:20]([O:22][CH3:23])=[O:21]>C1C=CC=CC=1.[Ag]=O>[CH3:23][O:22][C:20]([CH2:19][N:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH:11]([C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:12]1)=[O:21]

Komponenten

5

Edukt 2

HCID 60984Methyl bromoacetateHCID 13457777Benzyl azepane-3-carboxylate

Produkt 1

HCID 13457778HCID 13457778, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 92152Silver(II) oxideKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a solution of 1.46 g 3-benzyloxycarbonylperhydroazepine and 1.06 g methvl bromoacetate in 30 ml benzene add 1.06 g silver oxide. Stir the reaction in the dark for 24 hr., filter and concentrate the filtrate in vacuo. Dissolve the residue in HCl (pH 1.5) and wash the solution with ether. Make the aqueous phase to pH 12 and extract with ethyl acetate. Dry and concentrate the extracts to obtain 1-methoxycarbonylmethyl-3-benzyloxycarbonylperhydroazepine. NMR (CDCl3, TMS)-δ 1.8 ;(m, 6H); δ 2.8 (m, 2H); δ 3.1 (d, 2H); δ 3.45 (s, 2H); δ 3.65 (s, 3H); δ 5.15 (s, 2H); δ 7.3 (s, 5H).

Aufarbeitung

  1. customthe reaction in the dark for 24 hr
  2. filtration, filter
  3. concentrationconcentrate the filtrate in vacuo
  4. dissolutionDissolve the residue in HCl (pH 1.5)
  5. washwash the solution with ether
  6. extractionextract with ethyl acetate
  7. customDry
  8. concentrationconcentrate the extracts

Quellen und Nachweise

ORD-Eintrag
ord-a99cca3ed5b945f79e137ad8390b60e8
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04520021

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