Triethylamine → (3-(Tert-butoxycarbonylamino)cyclohexyl)methyl methanesulfonate

HRID 530868Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530868
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:4]1.[CH3:17][S:18](Cl)(=[O:20])=[O:19].C(N(CC)CC)C>C(Cl)Cl>[CH3:17][S:18]([O:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][C:10]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:16])[CH2:4]1)(=[O:20])=[O:19]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22106830tert-butyl N-[3-(hydroxymethyl)cyclohexyl]carbamate

Produkt 1

HCID 86698246(3-(Tert-butoxycarbonylamino)cyclohexyl)methyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 3-(hydroxymethyl)cyclohexylcarbamate (7.9 mmol), methanesulfonyl chloride (23.7 mmol) and triethylamine (119 mmol) in DCM (100 ml) was stirred at rt overnight. The reaction was quenched with water (50 mL) and extracted with ethyl acetate (3×100 mL). The extracts were combined, dried using anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product was progressed to the next step without purification.

Aufarbeitung

  1. customThe reaction was quenched with water (50 mL)
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was progressed to the next step without purification

Quellen und Nachweise

ORD-Eintrag
ord-ddf801520ebc4283a3e6da4f3cd0ae16
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09351965B2

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