Triethylamine → (3-Phenoxy-benzyl)-carbamic acid phenyl ester

HRID 2080092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2080092
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[O:11]([C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH2:21][NH2:22])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>O1CCCC1.[Cl-].[Na+].O>[C:5]1([O:4][C:2](=[O:3])[NH:22][CH2:21][C:20]2[CH:23]=[CH:24][CH:25]=[C:18]([O:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:19]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 10948363-Phenoxy-benzylamine

Produkt 1

HCID 58388010(3-Phenoxy-benzyl)-carbamic acid phenyl esterAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

To a solution of phenyl chloroformate (0.29 mL, 2.3 mmol) in tetrahydrofuran (10 mL) were added 3-phenoxybenzylamine described in Preparation Example 4 (0.5 g, 2.5 mmol) and triethylamine (0.35 mL, 2.5 mmol) dropwise on an ice bath, and then, the solution was stirred at room temperature for 4 hours. The reaction solution was poured into brine, the solution was extracted with ethyl acetate and concentrated, and the title compound (0.7 g, 2.2 mmol, 88%) was obtained.

Aufarbeitung

  1. extractionthe solution was extracted with ethyl acetate
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3864e716d90f4fa1a5ac13fb6d464e7b
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932272B2

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