3-Bromobenzophenone → (3-Bromophenyl)(phenyl)methanol

HRID 1027448

Reaktionsgleichung

Reaktionsgleichung von HRID 1027448
[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[BH4-].[Na+]>CO.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[OH:6])[CH:13]=[CH:14][CH:15]=1

Komponenten

5

Edukt 2

HCID 705483-BromobenzophenoneHCID 4311764Sodium borohydride

Produkt 1

HCID 285827(3-Bromophenyl)(phenyl)methanolAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 3-bromobenzophenone (1.00 g, 4 mmol) in MeOH (15 mL) was added sodium borohydride (0.3 mL, 8 mmol) portionwise at rt and the suspension was stirred at rt for 1-24 h. The reaction was diluted slowly with water and extracted with CH2Cl2. The organic layer was washed successively with water, brine, dried over Na2SO4, and concentrated to give the title compound as oil (0.8 g, 79%), which was used in the next reaction without further purification. MS (ESI, pos. ion) m/z: 247.1 (M-OH).

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed successively with water, brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8d410541761445d0900f5484df9ca106
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735383B2

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