Potassium Hydroxide → N-(oxiran-2-ylmethyl)aniline

HRID 508232Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 508232
Cl[CH2:2][CH:3]([OH:12])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH-].[K+]>O1CCOCC1.CCOC(C)=O>[O:12]1[CH2:2][CH:3]1[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 36402541-Anilino-3-chloropropan-2-ol

Produkt 1

HCID 18522547N-(oxiran-2-ylmethyl)anilineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of the product of Step 3 (185.7 mg, 1.0 mmol, 1 equiv) in 1,4-dioxane (3.3 mL) was added KOH powder (67.3 mg, 1.2 mmol, 1.2 equiv). The mixture was stirred at room temperature for 24 hours. The mixture was diluted with EtOAc and washed with 1M HCl and brine. The organic layer was dried with MgSO4 and concentrated to give crude product. It was further purified by silica gel chromatography using 20% EtOAc/Hex to afford 141.8 mg colorless oil as product, yield 95.0%.

Aufarbeitung

  1. washwashed with 1M HCl and brine
  2. dry with materialThe organic layer was dried with MgSO4
  3. concentrationconcentrated
  4. customto give crude product
  5. customIt was further purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c6e0f4394fac4981baacb36d8a198c26
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09095572B2

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