Sodium borohydride → [3-(4-Chloro-2-nitro-phenoxy)-phenyl]-methanol

HRID 2197922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2197922
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=2)[CH:10]=[O:11])=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH2:10][OH:11])[CH:12]=[CH:13][CH:14]=2)=[C:4]([N+:17]([O-:19])=[O:18])[CH:3]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 92813413-(4-Chloro-2-nitro-phenoxy)-benzaldehyde

Produkt 1

HCID 68456706[3-(4-Chloro-2-nitro-phenoxy)-phenyl]-methanolAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To the product from Example 176a (2.0 g. 7.2 mmol) in ethanol (25 mL) was added sodium borohydride (0.32 g, 8.6 mmol). The reaction was stirred for 4 h. The excess sodium borohydride was destroyed by the addition of acetic acid. The reaction was poured into water and extracted with ethyl acetate. The organic layer was separated and washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (1.9 g, 94%).

Aufarbeitung

  1. customThe excess sodium borohydride was destroyed by the addition of acetic acid
  2. additionThe reaction was poured into water
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with water, brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1165335a63734cfa82a802118e0fdd81
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338605B2

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