Sodium borohydride → 2-Thiophenemethanol, 5-[4-(trifluoromethyl)phenyl]-

HRID 1675307

Reaktionsgleichung

Reaktionsgleichung von HRID 1675307
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([CH:14]=[O:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>CO.C1COCC1>[F:16][C:2]([F:1])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:13][C:12]([CH2:14][OH:15])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 46748195-(4-(Trifluoromethyl)phenyl)thiophene-2-carbaldehyde

Produkt 1

HCID 219863522-Thiophenemethanol, 5-[4-(trifluoromethyl)phenyl]-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 61.2 (0.87 g, 3.40 mmol) in 3:2 MeOH/THF (25 mL) was added NaBH4 (0.13 g, 3.40 mmol) as a solid in one portion. The mixture was stirred for 2 Hours at room temperature and concentrated. The residue was suspended in 1N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4), and concentrated to afford 61.3 as a white powder. The crude product was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.68 (d, 2H), 7.62 (d, 2H), 7.26 (d, 1H), 7.01 (d, 1H), 4.86 (d, 2H), 1.84 (t, 1H).

Aufarbeitung

  1. concentrationconcentrated
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fbf3afd9ea1d4c8da38cfdd0d7ad90ba
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003648B2

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