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Methyl iodide → 2-Hydroxymethyl-8-methoxy-1,4-benzodioxan

HRID 963989
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 963989
[OH:1][C:2]1[C:7]2[O:8][CH:9]([CH2:12][OH:13])[CH2:10][O:11][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[CH3:16]I>O>[CH3:16][O:1][C:2]1[C:7]2[O:8][CH:9]([CH2:12][OH:13])[CH2:10][O:11][C:6]=2[CH:5]=[CH:4][CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 143491888-Hydroxy-1,4-benzodioxan-2-ylmethanol

Produkt 1

HCID 104881082-Hydroxymethyl-8-methoxy-1,4-benzodioxan

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 8-hydroxy-1,4-benzodioxan-2-ylmethanol (10 g--prepared in a similar manner to that described in U.S. Pat. No. 3,101,354), sodium hydroxide (2.2 g) and water (150 ml) was stirred for 30 minutes, then cooled to 0° C. Methyl iodide (3.42 ml) was added dropwise, then the mixture was heated to 80° C. and stirred for 4 hours. The mixture was cooled to ambient temperature and stirred for 16 hours. The product was extracted into ethyl acetate (2×200 ml), and the combined extracts were washed with saturated sodium thiosulphate solution (2×200 ml), dried over magnesium sulphate, and the solvent removed in vacuo to yield 1-(8-methoxy-1,4-benzodioxan-2-yl)methanol as a solid (6.89 g)

Aufarbeitung

  1. customprepared in a similar manner to that
  2. temperaturethe mixture was heated to 80° C.
  3. temperatureThe mixture was cooled to ambient temperature
  4. stirringstirred for 16 hours
  5. extractionThe product was extracted into ethyl acetate (2×200 ml)
  6. washthe combined extracts were washed with saturated sodium thiosulphate solution (2×200 ml)
  7. dry with materialdried over magnesium sulphate
  8. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c4a4e272c6e54ffd87ccae6dd4fcdbf4
Quelldatensatz
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05767116

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