Sodium borohydride → (4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanol

HRID 595928Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 595928
[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([CH:14]=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([CH2:14][OH:15])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 1180452994-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-carbaldehyde

Produkt 1

HCID 118045465(4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanolAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To an ice cooled solution of 4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-carbaldehyde (560 mg, 2.68 mmol) in methanol (18 mL) was added sodium borohydride (91 mg, 2.41 mmol). The reaction solution was stirred at ambient temperature for 30 min. The solvent was removed under vacuum. The residue was diluted with ethyl acetate, and was washed with water, brine, dried over sodium sulfate, filtered and concentrated to give (4-(6-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-yl)methanol (550 mg, 2.60 mmol, 97%) as brown color oil. LCMS (m/z): 212 (MH+), 0.42 min.

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. additionThe residue was diluted with ethyl acetate
  3. washwas washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9c130c1269a44013ba326dc34fef205b
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242996B2

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