2-Methyl-1,6-dioxaspiro[4.4]nonane-2-carbaldehyde → (2-Methyl-1,6-dioxaspiro[4.4]nonan-2-yl)methanol

HRID 647754Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647754
[CH3:1][C:2]1([CH:11]=[O:12])[CH2:6][CH2:5][C:4]2([CH2:10][CH2:9][CH2:8][O:7]2)[O:3]1>O1CCCC1>[CH3:1][C:2]1([CH2:11][OH:12])[CH2:6][CH2:5][C:4]2([CH2:10][CH2:9][CH2:8][O:7]2)[O:3]1

Komponenten

3

Edukt 1

HCID 132371812-Methyl-1,6-dioxaspiro[4.4]nonane-2-carbaldehyde

Produkt 1

HCID 13237169(2-Methyl-1,6-dioxaspiro[4.4]nonan-2-yl)methanolAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1.70 g of 2-methyl-1,6-dioxaspiro[4.4]nonane-2-carboxaldehyde in tetrahydrofuran was hydrogenated at 60 p.s.i. and 20° C. for 5 hours in the presence of 1.0 g triethylamine promoter and Raney nickel, that had been rinsed in tetrahydrofuran. When all of the starting material had disappeared, the mixture was treated with magnesium sulfate and filtered. Distillation of the filtrate gave 1.43 g of the desired product as a colorless liquid, b.p. 65°-70° C. (1 torr.).

Aufarbeitung

  1. washand 20° C. for 5 hours in the presence of 1.0 g triethylamine promoter and Raney nickel, that had been rinsed in tetrahydrofuran
  2. additionthe mixture was treated with magnesium sulfate
  3. filtrationfiltered
  4. distillationDistillation of the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-c6cbff53a17447c4b2e97852d06bf064
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04410354

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