Acetic Acid → 1-Methyl-6-(N-chloroacetylaminomethyl)-5-indanol

HRID 126958

Reaktionsgleichung

Reaktionsgleichung von HRID 126958
[CH3:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.C(O)(=O)C.S(=O)(=O)(O)O.O[CH2:22][NH:23][C:24](=[O:27])[CH2:25][Cl:26]>O>[CH3:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[C:8]([CH2:22][NH:23][C:24](=[O:27])[CH2:25][Cl:26])[CH:9]=2)[CH2:4][CH2:3]1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 62466N-Methylol-alpha-chloroacetamideHCID 893121-Methylindan-5-ol

Produkt 1

HCID 202877201-Methyl-6-(N-chloroacetylaminomethyl)-5-indanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 850 mg of 1 methyl-5-indanol in 5 ml of a mixed solution of acetic acid and sulfuric acid (10:1 by volume) solution was mixed with 850 mg of N-hydroxymethyl chloroacetamide at room temperature under stirring for 2 hours. After reaction the reaction mixture was poured into 20 ml of water, extracted with ethyl acetate. The extract was washed with water, dried with anhydrous magnesium sulfate and concentrated under vacuum. The crude product thus obtained was purified by column chromatography on 100 g of Kiesel gel using an eluting agent comprising a mixture (20:1 by volume) of methylene chloride and ethyl acetate to provide 590 mg of the titled compound.

Aufarbeitung

  1. customAfter reaction the reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe crude product thus obtained
  7. customwas purified by column chromatography on 100 g of Kiesel gel

Quellen und Nachweise

ORD-Eintrag
ord-355a568de3424f56a7233b33c105c578
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254056

Verknüpfte Notizen

Wird geladen…