Methanol → (2-Chloro-5-fluorophenyl)methanol

HRID 524119Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 524119
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[C:4](OC)=[O:5].[BH4-].[Na+].CO.O>C1COCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[CH2:4][OH:5]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 4311764Sodium borohydrideHCID 23331706Methyl 2-chloro-5-fluorobenzoate

Produkt 1

HCID 2773605(2-Chloro-5-fluorophenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 2-chloro-5-fluorobenzoate (23, 35.0 g, 185.6 mmol) in dry THF (150 mL) was added NaBH4 (21.2 g, 557 mmol). Methanol (40 mL) was added dropwise at RT. After the addition, the mixture was stirred at RT for 1 h. Water (300 mL) was slowly added. The mixture was extracted with CH2Cl2 (200 mL×2). The combined extracts were washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give (2-chloro-5-fluorophenyl)methanol (24).

Aufarbeitung

  1. additionAfter the addition
  2. extractionThe mixture was extracted with CH2Cl2 (200 mL×2)
  3. washThe combined extracts were washed with saturated NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b564e6188ec3455c8adb390740b6aa52
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340523B2

Notizen zur Reaktion

Wird geladen…