Water → 7-Methoxy-1-heptanol

HRID 862978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 862978
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](O)=[O:10].B.O.C([O-])([O-])=O.[K+].[K+]>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6331BoraneHCID 11430Potassium CarbonateHCID 154095287-Methoxyheptanoic Acid

Produkt 1

HCID 154095297-Methoxy-1-heptanolAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of the title product of Example 2 (18.3 g, 114 mmol) in 60 mL of tetrahydrofuran at 0 ° C. was added dropwise a solution of borane in tetrahydrofuran (175 mL, 1M). After stirring at room temperature for 3 days, 300 mL of water was added followed by solid K2CO3 (31.7 g, 229 mmol). The layers were separated and the aqueous phase extracted with three portions of diethyl ether. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by distillation at reduced pressure (8 mm Hg) to give the title compound (12 g), b.p. 107°-110° C. The structure was verified by NMR.

Aufarbeitung

  1. customThe layers were separated
  2. extractionthe aqueous phase extracted with three portions of diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. distillationThe crude product was purified by distillation at reduced pressure (8 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-16a5c14a1aef4584ab1e0962926c638f
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05719290

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