Tetrahydrofuran → (4-Benzyloxy-phenyl)-acetic acid hydrazide

HRID 1927230Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927230
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16](Cl)=[O:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1COCC1.C(N(CC)CC)C.O.[NH2:32][NH2:33]>O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([NH:32][NH2:33])=[O:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 113574424-Benzyloxyphenylacetyl Chloride

Produkt 1

HCID 59287387(4-Benzyloxy-phenyl)-acetic acid hydrazide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 4-benzyloxyphenylacetyl chloride (1.1 g) and THF (10 mL) were added triethylamine (1.8 mL) and hydrazine hydrate (0.20 mL) at room temperature, which was stirred at the same temperature for 7.5 hours. Water was added to the reaction solution, which was then extracted with ethyl acetate, and the organic layer was washed with saturated brine. The solvent was evaporated under a reduced pressure, after which the residue was purified by silica gel chromatography (methanol:ethyl acetate=1:30) to obtain the titled compound (0.23 g).

Aufarbeitung

  1. extractionwas then extracted with ethyl acetate
  2. washthe organic layer was washed with saturated brine
  3. customThe solvent was evaporated under a reduced pressure
  4. customafter which the residue was purified by silica gel chromatography (methanol:ethyl acetate=1:30)

Quellen und Nachweise

ORD-Eintrag
ord-7b8bdd7125be462fb8d8e4b34ad552ff
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183264B2

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