Potassium Carbonate → Phenyl 4-methoxy-3-(trifluoromethyl)phenylcarbamate

HRID 871489Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 871489
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[C:10]([F:13])([F:12])[F:11].C(=O)([O-])[O-].[K+].[K+].Cl[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH:7][C:21](=[O:22])[O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:5][C:4]=1[C:10]([F:11])([F:12])[F:13]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 6007055-Amino-2-methoxybenzotrifluoride

Produkt 1

HCID 66876756Phenyl 4-methoxy-3-(trifluoromethyl)phenylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-methoxy-3-trifluoromethyl aniline (500 mg, 2.62 mmol) in 20 mL of tetrahydrofuran was added potassium carbonate (470 mg, 3.4 mmol), followed by phenyl chloroformate (532 mg, 3.4 mmol). This solution was stirred overnight at room temperature, then concentrated and purified by silica gel chromatography using a gradient of ethyl acetate/hexanes 0-20% to afford phenyl 4-methoxy-3-(trifluoromethyl)phenylcarbamate as a white solid. 1H NMR (300 MHz, CDCl3) 7.75-7.65 (m, 2H), 7.60-7.40 (m, 2H), 7.27-7.19 (m, 3H), 7.00-6.93 (m, 2H), 3.89 (s, 3H).

Aufarbeitung

  1. concentrationconcentrated
  2. custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-db5d0bb2618f4e09a5b7276f446ed7a9
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969587B2

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