Triethylamine → Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate

HRID 391022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 391022
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11](O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:15][S:16](Cl)(=[O:18])=[O:17].C(N(CC)CC)C>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([S:16]([CH3:15])(=[O:18])=[O:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylate

Produkt 1

HCID 22504298Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (9.2 g) in dichloromethane (170 ml), stirring at 0° C. was added methane sulphonyl chloride (5.33 ml) and triethylamine (0.24 ml). The reaction mixture was slowly warmed to room temperature and stirred overnight. The reaction mixture was partitioned between chloroform and water. The combined organics were washed with brine and dried (MgSO4). The solvent was removed in vacuo to yield 14 g of 4-methanesulfonyl-piperidine-carboxylic acid tert-butyl ester.

Aufarbeitung

  1. customThe reaction mixture was partitioned between chloroform and water
  2. washThe combined organics were washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2ddac3947ff84b65ba2d691b82bff1e2
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383620B2

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