Methanol → 3-Ethylaminophenol

HRID 1382182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1382182
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)(=O)[CH3:2].B.CSC.CO>O1CCCC1.ClCCl>[CH2:1]([NH:4][C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)[CH3:2]

Komponenten

6

Edukt 3

HCID 887MethanolHCID 121243-HydroxyacetanilideHCID 12423031(Dimethyl sulfide)trihydroboron

Produkt 1

HCID 5789913-EthylaminophenolAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 161 g of 3-acetamidophenol in 800 ml of tetrahydrofuran was added dropwise over 1-2 hr 275 ml of a 1.0M solution of borane-methyl sulfide in dichloromethane. The reaction was heated to reflux 4-5 hr and then poured slowly into 1 l of methanol. The solvent was evaporated to a heavy syrup which deposited crystals on cooling and scratching. The solid was collected by filtration and redisolved in methanol. Evaporation and crystallization as above gave a 74% yield of 3-(ethylamino) phenol.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux 4-5 hr
  3. customThe solvent was evaporated to a heavy syrup which
  4. temperatureon cooling
  5. filtrationThe solid was collected by filtration
  6. customEvaporation and crystallization as

Quellen und Nachweise

ORD-Eintrag
ord-fe4ec14797da448ca12941ce7da69e92
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04806488

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