Stannous chloride dihydrate → Allyl 3-aminophenoxyacetate

HRID 260309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260309
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10])([O-])=O.O.O.Cl[Sn]Cl.[BH4-].[Na+]>C(OCC)(=O)C.C(O)(C)(C)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[O:7][CH2:8][C:9]([O:11][CH2:12][CH:13]=[CH2:14])=[O:10]

Komponenten

6

Edukt 3

HCID 61436Stannous chloride dihydrateHCID 4311764Sodium borohydrideHCID 22401165Allyl 3-nitrophenoxyacetate

Produkt 1

HCID 22401151Allyl 3-aminophenoxyacetateAusbeute 59,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6386tert-ButanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Allyl 3-nitrophenoxyacetate (5 g, 0.021M) was dissolved in a mixture of ethyl acetate (45 ml) and t-butanol (5 ml), and SnCl2.2H2O (23.79 g, 0.105M) added. After stirring and heating at 60° for 1 hour, sodium borohydride (399 mg, 0.0105M) was added in portions, and heating continued for another 2 hours. Solvent was removed, the residue was taken up in water, and the pH adjusted to 7.6 with aqueous NaHCO3. Organics were extracted into ethyl acetate, and the combined organic layers washed with aqueous NaHCO3, water, brine, and dried (MgSO4). Evaporation gave the title compound (2.61 g).

Aufarbeitung

  1. additionadded
  2. temperatureheating at 60° for 1 hour
  3. temperatureheating
  4. customSolvent was removed
  5. extractionOrganics were extracted into ethyl acetate
  6. washthe combined organic layers washed with aqueous NaHCO3, water, brine
  7. dry with materialdried (MgSO4)
  8. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-50b4d048dc3c469789fd5a4ab7b11d1c
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527791

Notizen zur Reaktion

Wird geladen…