Triethylamine → tert-Butyl methylsulfonylcarbamate

HRID 711996Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711996
C(N(CC)CC)C.[C:8]([O:12][C:13]([O:15]C(OC(C)(C)C)=O)=O)([CH3:11])([CH3:10])[CH3:9].[CH3:23][S:24]([NH2:27])(=[O:26])=[O:25]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:23][S:24]([NH:27][C:13](=[O:15])[O:12][C:8]([CH3:11])([CH3:10])[CH3:9])(=[O:26])=[O:25]

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 72879MethanesulfonamideHCID 90495Di-tert-butyl dicarbonate

Produkt 1

HCID 10081367tert-Butyl methylsulfonylcarbamateAusbeute 64,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethylamine (2.2 mL, 16 mmol), di-tert-butyldicarbonate (2.65 g, 12.1 mmol) and 4-dimethylaminopyridine (0.096 g, 0.79 mmol) were added sequentially to a solution of methanesulfonamide (0.75 g, 7.9 mmol) in methylene chloride (20 mL) at room temperature. The reaction was stirred at room temperature for 2 h and then concentrated. EtOAc was added, and the resultant mixture was washed with 1N aq. HCl solution, dried over MgSO4 and concentrated to give the desired product (1 g) to be used in the next step directly.

Aufarbeitung

  1. concentrationconcentrated
  2. additionEtOAc was added
  3. washthe resultant mixture was washed with 1N aq. HCl solution
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-836d82747f414104877ffad99140d64a
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181271B2

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