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Water → 8-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane

HRID 930961
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 930961
[H-].[Na+].[CH3:3][O:4][CH2:5][C:6]1([OH:16])[CH2:15][CH2:14][C:9]2([O:13][CH2:12][CH2:11][O:10]2)[CH2:8][CH2:7]1.I[CH3:18].O>O1CCCC1>[CH3:18][O:16][C:6]1([CH2:5][O:4][CH3:3])[CH2:15][CH2:14][C:9]2([O:10][CH2:11][CH2:12][O:13]2)[CH2:8][CH2:7]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 712472648-(Methoxymethyl)-1,4-dioxaspiro[4.5]decan-8-ol

Produkt 1

HCID 712474008-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

To a mixture of 82.27 g sodium hydride (80%) in 2.1 L tetrahydrofuran was slowly added the solution of 208 g (1.03 mol) 8-(methoxymethyl)-1,4-dioxaspiro[4.5]decan-8-ol (prepared according to intermediate example 16f) in 1 L tetrahydrofuran under cooling. After 0.5 hours at 23° C. 143 mL iodomethane were added and the mixture was stirred at 23° C. overnight. Water was added and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine and dried over sodium sulfate. After filtration and removal of the solvent 227.5 g (max. 100%) of the title compound were obtained that was used without further purification.

Aufarbeitung

  1. temperatureunder cooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationAfter filtration and removal of the solvent 227.5 g (max. 100%) of the title compound
  6. customwere obtained
  7. customthat was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-0f474e6879d444bbbbf910f82f14d0bb
Quelldatensatz
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09296757B2

Notizen zur Reaktion

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