Methyl chloroformate → Methyl (4-bromo-2-fluorobenzyl)carbamate

HRID 500185

Reaktionsgleichung

Reaktionsgleichung von HRID 500185
Cl[C:2]([O:4][CH3:5])=[O:3].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH2:14])=[C:9]([F:15])[CH:8]=1.C(N(CC)CC)C>C(Cl)Cl>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:2](=[O:3])[O:4][CH3:5])=[C:9]([F:15])[CH:8]=1

Komponenten

5

Edukt 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 3770848(4-Bromo-2-fluorophenyl)methanamine

Produkt 1

HCID 19695032Methyl (4-bromo-2-fluorobenzyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Methyl chloroformate (85.0 μL, 1.1 mmol) was added to a solution of 1-(4-bromo-2-fluorophenyl)methanamine (0.204 g, 1.0 mmol) and triethylamine (148.1 μL, 1.1 mmol) in methylene chloride (5 mL) at 0° C. After 10 min, the ice-water bath was removed. The mixture was stirred at RT for 1 h, washed with water, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue (220 mg, 83.9%) was directly used in next step without further purification. LCMS: (M+H)=263.9/261.8.

Aufarbeitung

  1. customthe ice-water bath was removed
  2. washwashed with water, and brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue (220 mg, 83.9%) was directly used in next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-04f2c5a25ba54d3190cfc070ca51c1c9
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767675B2

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