Acetic Acid → Methyl 2-(9-chloro-8-hydroxynonyloxy)-2-methylpropionate

HRID 857205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 857205
[O:1]1[CH2:18][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]([CH3:17])([CH3:16])[C:12]([O:14][CH3:15])=[O:13].[Cl-:19].[Li+].C(O)(=O)C>O1CCCC1>[Cl:19][CH2:18][CH:2]([OH:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]([CH3:17])([CH3:16])[C:12]([O:14][CH3:15])=[O:13]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 433294Lithium ChlorideHCID 21866634Methyl 2-(8,9-epoxynonyloxy)-2-methylpropionate

Produkt 1

HCID 21866631Methyl 2-(9-chloro-8-hydroxynonyloxy)-2-methylpropionateAusbeute 106,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methyl 2-(8,9-epoxynonyloxy)-2-methylpropionate (26 g) was dissolved in 260 ml of dry tetrahydrofuran, and 6.8 g of lithium chloride and 7 g of acetic acid were added and the mixture was stirred for 22 hours at room temperature. The reaction solution was poured into ice-cold water, extracted with ethyl acetate, washed with saturated sodium hydrogen carbonate solution and brine, dried over anhydrous magnesium sulfate and concentrated to give 31.7 g of the objective compound as oil.

Aufarbeitung

  1. additionThe reaction solution was poured into ice-cold water
  2. extractionextracted with ethyl acetate
  3. washwashed with saturated sodium hydrogen carbonate solution and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3192df9d44124557871825d8bef55cf5
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144906B2

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