Tetrahydrofuran → 2-(2-Amino-4-bromophenyl)propan-2-ol

HRID 2209288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2209288
C(O[C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][C:6]=1[NH2:12])(=O)C.[CH3:13][Mg+].[Br-].[CH2:16]1[CH2:20][O:19]CC1>>[NH2:12][C:6]1[CH:7]=[C:8]([Br:11])[CH:9]=[CH:10][C:5]=1[C:20]([OH:19])([CH3:16])[CH3:13]

Komponenten

4

Edukt 3

HCID 8028Tetrahydrofuran2×HCID 1178436442-Amino-4-bromophenyl acetateHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 571557062-(2-Amino-4-bromophenyl)propan-2-ol

Versuchsvorschrift

Into the solution of 2-amino-4-bromophenyl acetate (2.3 g) in THF (50 mL) was added 1M solution of MeMgBr in THF (50 mL) at 0° C. Then the reaction mixture was warmed to rt., and stirred for another 2 h. The reaction was quenched by saturated NH4Cl water solution, and extracted with ethyl acetate and washed with brine, after being dried, the solvent was removed to provide 2.3 g crude of 2-(2-amino-4-bromophenyl)propan-2-ol. This product was used in the next step reaction without any purification. LCMS [M+H]+: 231.86. 1H NMR (400 MHz, Chloroform-d) δ 7.26 (s, 1H), 6.95 (d, J=8.1 Hz, 2H), 6.81-6.73 (m, 3H), 1.64 (s, 6H).

Aufarbeitung

  1. customThe reaction was quenched by saturated NH4Cl water solution
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. customafter being dried
  5. customthe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-1dc8bd9f19f444479e58a7db0303367b
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376441B2

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