Sodium Sulfite → HCID 67440013, Verbindung

HRID 1664785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1664785
[CH3:1][O:2][C:3]([CH:5]([CH:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:17][CH2:16]1)[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=C)=[O:4].I([O-])(=O)(=O)=[O:32].[Na+].S([O-])([O-])=O.[Na+].[Na+].C(=O)(O)[O-].[Na+]>O1CCCC1.O.[Os](=O)(=O)(=O)=O>[CH3:1][O:2][C:3]([CH:5]([CH:15]1[CH2:16][CH2:17][N:18]([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:19][CH2:20]1)[CH2:6][C:7](=[O:32])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:4]

Komponenten

8

Edukt 4

HCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 23667635Sodium periodateHCID 67440613HCID 67440613, Verbindung

Produkt 1

HCID 67440013HCID 67440013, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 30318Osmium TetroxideKatalysatorHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Osmium tetroxide (2.5 wt. % in t-BuOH; 0.2 mL, 0.001 mmol) was added to a solution of benzyl 4-[1-(methoxycarbonyl)-3-phenylbut-3-en-1-yl]piperidine-1-carboxylate (2.11 g, 5.19 mmol) in tetrahydrofuran (20 mL). Sodium periodate (3.33 g, 15.6 mmol) in water (17 mL) was added to the reaction mixture. After 18 h, saturated aqueous sodium sulfite and saturated aqueous sodium bicarbonate were added and the mixture was extracted with ethyl acetate (4×). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated to give the title compound. MS 410.1 (M+1).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate (4×)
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5dd042ebae244b6b8e3722763f53f9fd
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08039460B2

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