Tert-butyl {2-[(4-bromophenyl)(hydroxy)methyl]-4-chlorophenyl}carbamate → Tert-butyl[2-(4-bromobenzoyl)-4-chlorophenyl]carbamate

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Reaktionsgleichung

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:24])[C:9]2[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=2[NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:4][CH:3]=1>C(Cl)Cl.O=[Mn]=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:9]2[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=2[NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[O:24])=[CH:6][CH:7]=1

Komponenten

Reaktionsbedingungen

Temperatur: 35 °C

Versuchsvorschrift

To a solution of tert-butyl {2-[(4-bromophenyl)(hydroxy)methyl]-4-chlorophenyl}carbamate (10 g, 25 mmol) in 100 ml CH2Cl2, was added MnO2 (10 g, 125 mmol) and the mixture was heated to 35° C. for 48 hours. Filtration and concentration gave tert-butyl [2-(4-bromobenzoyl)-4-chlorophenyl]carbamate as a yellow solid. 1HNMR: (400 MHz, CDCl3) δ 9.77 (s, 1H), 8.39 (d, J=8.8 Hz, 1H), 7.65 (d, J=8.4 Hz, 2H), 7.57 (d, J=8.4 Hz, 2H), 7.49 (dd, J=8.8, 2.0 Hz, 1H), 7.42 (d, J=2.4 Hz, 1H), 1.51 (s, 9H).

Aufarbeitung

filtrationFiltration and concentration

Quellen und Nachweise

ORD-Eintrag: ord-e841a25de3174d1eb0e7fc6be4879094
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07745452B2

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