Sodium borohydride → Benzenemethanol,2-benzo[b]thien-5-yl-

HRID 1013156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1013156
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH:12]=[O:13])[CH:8]=[CH:9][C:2]1=2.[BH4-].[Na+]>CO>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH2:12][OH:13])[CH:8]=[CH:9][C:2]1=2

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 60139760Benzaldehyde,2-benzo[b]thien-5-yl-

Produkt 1

HCID 60139743Benzenemethanol,2-benzo[b]thien-5-yl-Ausbeute 93,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 2-Benzo[b]thiophene-5-yl-benzaldehyde (compound PRE14) (3.31 g, 13.9 mmole) in methanol (30 mL) was added at 0-5° C. portionwise NaBH4 (0.528 g, 13.9 mmole). At the end of the addition, the cooling bath was removed and the reaction mixture was stirred at room temperature for 2 h. After concentration, the residue was diluted with water and diethyl ether, the organic layer dried over Na2SO4 and concentrated to give 3.13 g of compound O7 as an orange brown oil (Yield=94%).

Aufarbeitung

  1. additionAt the end of the addition
  2. customthe cooling bath was removed
  3. concentrationAfter concentration
  4. additionthe residue was diluted with water and diethyl ether
  5. dry with materialthe organic layer dried over Na2SO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e122286ac6eb4b5e8633c656314d250f
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07981907B2

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