Methyl iodide → Benzyl 1,1-dimethyl-2-(methylthio)ethylcarbamate

HRID 2061056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061056
[SH:1][CH2:2][C:3]([NH:6][C:7](=[O:16])[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:5])[CH3:4].[CH3:17]I>CO>[CH3:4][C:3]([NH:6][C:7](=[O:16])[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:5])[CH2:2][S:1][CH3:17]

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 59614731Benzyl 1-mercapto-2-methylpropan-2-ylcarbamate

Produkt 1

HCID 60134425Benzyl 1,1-dimethyl-2-(methylthio)ethylcarbamateAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a pressure tube was added a solution of benzyl 1-mercapto-2-methylpropan-2-ylcarbamate in methanol (5 mL), TEA (2.35 mL, 1 equiv) and methyl iodide (1.05 mL, 1 equiv). The tube was sealed and the reaction stirred for 17 h. The solvent was removed in vacuo and the crude material was purified on an ISCO purification system. The desired fractions were pooled and concentrated under reduced pressure to give a pale yellow oil (2.78 g, 65%). 1H NMR (CDCl3, 400 MHz): δ 1.41 (s, 6H), 2.51 (s, 2H), 2.98 (s, 2 H). LRMS (ESI+) for C13H19NO2S (253.1); Found: 254 (MH+).

Aufarbeitung

  1. customThe tube was sealed
  2. customThe solvent was removed in vacuo
  3. customthe crude material was purified on an ISCO purification system
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5a0ca889ea0c462fbc4c09bc093cff08
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278482B2

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