Trimethylamine → Methyl 5-chloro-3-(1,3-dioxolan-2-yl)-2-hydroxybenzoate

HRID 1639028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639028
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[O:14])[C:5]([OH:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C[Si](C)(C)Cl.[C:20](=[O:23])(O)[O-].[Na+].[CH3:25]N(C)C>C(O)CO>[Cl:1][C:2]1[CH:11]=[C:6]([CH:7]2[O:8][CH2:25][CH2:10][O:9]2)[C:5]([OH:12])=[C:4]([CH:3]=1)[C:13]([O:23][CH3:20])=[O:14]

Komponenten

6

Edukt 4

HCID 1146TrimethylamineHCID 6397ChlorotrimethylsilaneHCID 516892Sodium BicarbonateHCID 13146779Methyl 5-chloro-3-formyl-2-hydroxybenzoate

Produkt 1

HCID 19840310Methyl 5-chloro-3-(1,3-dioxolan-2-yl)-2-hydroxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel

Versuchsvorschrift

A mixture of methyl 5-chloro-3-formyl-2-hydroxybenzoate (73.2 g), ethylene glycol (350 ml) and trimethylchlorosilane (129 ml) is stirred at room temperature for 2 hours. The reaction mixture is poured into a mixture of an aqueous saturated sodium bicarbonate solution and trimethylamine, and the mixture is extracted with ethyl acetate. The extracted is washed with water, dried and concentrated to remove solvent, whereby methyl 5-chloro-3-(1,3-dioxolan-2-yl)-2-hydroxybenzoate (86 g) is obtained as yellow powder.

Aufarbeitung

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe extracted is washed with water
  3. customdried
  4. concentrationconcentrated
  5. customto remove solvent

Quellen und Nachweise

ORD-Eintrag
ord-c6f6f9d33c09402980128e8d2822f939
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04882340

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