Dichloromethane → HCID 18182320, Verbindung

HRID 1359413Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1359413
O[CH:2]([C:9]1[C:10]2[CH2:17][CH2:16][CH:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][C:11]=2[S:12][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C([BH3-])#N.[Na+].ClCCl>[I-].[Zn+2].[I-].CO>[CH2:2]([C:9]1[C:10]2[CH2:17][CH2:16][CH:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][C:11]=2[S:12][CH:13]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 3

HCID 6344DichloromethaneHCID 5003444Sodium cyanoborohydrideHCID 18182224HCID 18182224, Verbindung

Produkt 1

HCID 18182320HCID 18182320, VerbindungAusbeute 74,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9883512zinc(II)iodideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 8.3 g of 3-(α-hydroxybenzyl)-6-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene, 12.5 g of zinc iodide, 2.0 g of sodium cyanoborohydride and 150 ml of dichloromethane was stirred at room temperature for 3 hours. After adding methanol to the reaction solution, insoluble matters were filtered off. The solvent was removed, and the residue was subjected to silica gel column chromatography and eluted with hexane and then with hexane/ethyl acetate (10:1), to give 5.9 g of the target compound.

Aufarbeitung

  1. filtrationwere filtered off
  2. customThe solvent was removed
  3. washeluted with hexane

Quellen und Nachweise

ORD-Eintrag
ord-d1090ac100cc49bfb0d0601bb096aff4
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06599917B1

Notizen zur Reaktion

Wird geladen…