Sodium borohydride → 7,12-Dioxaspiro[5.6]dodecane-9-methanol

HRID 2353Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2353
[CH:1]([CH:3]1[CH2:14][CH2:13][O:12][C:6]2([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[O:5][CH2:4]1)=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][CH:3]1[CH2:14][CH2:13][O:12][C:6]2([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]2)[O:5][CH2:4]1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 109545329-Formyl-7,12-dioxaspiro[5,6]dodecane

Produkt 1

HCID 110308447,12-Dioxaspiro[5.6]dodecane-9-methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

To a solution of 9-formyl-7, 12-dioxaspiro[5,6]dodecane of formula IV (5 g) in methanol (15 ml) was added in small portions NaBH4 (0.5 g) while stirring the solution and maintaining the temperature at 10° C. After complete addition, the reaction mixture was stirred for 3 hr at 20° C. The product residue obtained after evaporation of methanol was treated with water (20 ml), extracted into ether and dried over K2CO3. Evaporation of ether gave 9-hydroxymethyl-7, 12-dioxaspiro[5,6]dodecane of formula V (5 g) of the drawings as colorless viscous liquid.

Aufarbeitung

  1. additionAfter complete addition
  2. stirringthe reaction mixture was stirred for 3 hr at 20° C
  3. customThe product residue obtained
  4. customafter evaporation of methanol
  5. additionwas treated with water (20 ml)
  6. extractionextracted into ether
  7. dry with materialdried over K2CO3
  8. customEvaporation of ether

Quellen und Nachweise

ORD-Eintrag
ord-68ed201820eb41f482bf2de3bfa7daba
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728848

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