Hydrochloric Acid → HCID 20161182, Verbindung

HRID 247018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247018
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH2:8][C:7]([C:14]#N)=[CH:6]2.[H-].C([Al+]CC(C)C)C(C)C.C[OH:27].Cl>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH2:8][C:7]([CH:14]=[O:27])=[CH:6]2

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 20161200HCID 20161200, VerbindungHCID 21225700Diisobutylaluminumhydride

Produkt 1

HCID 20161182HCID 20161182, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

5,6-Dimethoxy-1H-indene-2-carbonitrile (1.8 g) was suspended in dry toluene (40 ml) under an atmosphere of nitrogen. The reaction mixture was cooled to -5° C. and treated dropwise with a solution of diisobutylaluminium hydride in toluene (1.5M, 13 ml). After 30 minutes the solution was treated with methanol (5 ml) then poured into hydrochloric acid (1M, 200 ml) and stirred for 15 minutes. The resultant solution was extracted into dichloromethane (4×100 ml) then the organic extracts were combined, washed with brine, dried over magnesium sulphate and evaporated to dryness. The residue (1.4 g) was crystallised from dichloromethane:ether to give 5,6-dimethoxy-1-H-indene-2-carboxaldehyde as a white solid, m.p. 125°-128° C.

Aufarbeitung

  1. extractionThe resultant solution was extracted into dichloromethane (4×100 ml)
  2. washwashed with brine
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness
  5. customThe residue (1.4 g) was crystallised from dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-09f438ec31564fc782eae76b2e281f46
Quelldatensatz
uspto-grants-1987_11
Patentnummer
US04705782

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