Tert-butyl 6-(1-hydroxyethyl)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate → Tert-butyl 6-acetyl-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

HRID 32115Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 32115
[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[C:17]2[C:12](=[CH:13][C:14]([CH:18]([OH:20])[CH3:19])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>C(Cl)Cl.O=[Mn]=O>[C:1]([O:5][C:6](=[O:21])[NH:7][CH:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18](=[O:20])[CH3:19])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 68681678Tert-butyl 6-(1-hydroxyethyl)-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

Produkt 1

HCID 68680146Tert-butyl 6-acetyl-1,2,3,4-tetrahydronaphthalen-1-ylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of [6-(1-hydroxy-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-carbamic acid tert-butyl ester (2.63 g, 9.04 mmol, 1.0 eq) and MnO2 (Aldrich, 10.2 g, 117.5 mmol, 13 eq) in CH2Cl2 (100 mL) was stirred at RT overnight. The mixture was passed through a pad of Celite® and the pad was washed with CH2Cl2 (100 mL×2). The concentration of the filtrate afforded the title compound as a white sticky semi-solid. MS (ESI, pos. ion) m/z: 290 (M+1).

Aufarbeitung

  1. washthe pad was washed with CH2Cl2 (100 mL×2)

Quellen und Nachweise

ORD-Eintrag
ord-3d1003c0a84d492c88bf3858ba854fe9
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425631B2

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