Water → 3-(Hydroxymethyl)-1lambda6-thiolane-1,1-dione

HRID 237419Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 237419
[O:1]=[S:2]1(=[O:10])[CH2:6][CH2:5][CH:4]([C:7](O)=[O:8])[CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[O:1]=[S:2]1(=[O:10])[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 4280441,1-Dioxo-1lambda6-thiolane-3-carboxylic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 36944633-(Hydroxymethyl)-1lambda6-thiolane-1,1-dioneAusbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1,1-dioxo-tetrahydro-1lambda*6*-thiophene-3-carboxylic acid (5.0 g) in THF (100 mL) was added LAH (35 mL of 1M THF solution) drop-wise. The mixture was stirred at room temperature for five hours and then cooled in an ice bath. Water (3 mL) and NaOH (6 mL of 15% aqueous solution) were added, and the mixture was stirred a room temperature for 60 hours. The mixture was filtered and the filtrated was concentrated under reduced pressure to give 3.59 g of (1,1-dioxo-tetrahydro-1lambda*6*-thiophen-3-yl)-methanol.

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. stirringthe mixture was stirred a room temperature for 60 hours
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrated was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fc3e3051b43144618c716c4ea517f39f
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642601B2

Notizen zur Reaktion

Wird geladen…