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Water → (6-Fluorobenzo[d]thiazol-2-yl)methanol

HRID 1597780
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1597780
[BH4-].[Li+].[F:3][C:4]1[CH:16]=[CH:15][C:7]2[N:8]=[C:9]([C:11](OC)=[O:12])[S:10][C:6]=2[CH:5]=1.O>CO>[F:3][C:4]1[CH:16]=[CH:15][C:7]2[N:8]=[C:9]([CH2:11][OH:12])[S:10][C:6]=2[CH:5]=1
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Komponenten

5

Edukt 3

HCID 962WaterHCID 4148881Lithium borohydride2×HCID 450771692-Benzothiazolecarboxylicacid,6-fluoro-,methylester(9CI)

Produkt 1

HCID 18932226(6-Fluorobenzo[d]thiazol-2-yl)methanolAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

16.5 mg of lithium borohydride were added to a solution of 106.1 mg of methyl (6-fluorobenzothiazol-2-yl)formate [prepared as described in step (a) above] in 2.1 ml of methanol cooled in an ice-water bath, and the resulting mixture was stirred at the same temperature for 10 minutes. At the end of this time a further 10 mg of lithium borohydride were added to the reaction mixture which was then stirred at the same temperature for a further 10 minutes. Water was then added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The resulting extract was washed consecutively with water and an aqueous sodium chloride solution and then dried over sodium sulfate. The solvent was then removed by evaporation under reduced pressure to give 93.1 mg of the title compound as a crude white crystalline solid.

Aufarbeitung

  1. temperaturecooled in an ice-water bath
  2. stirringwas then stirred at the same temperature for a further 10 minutes
  3. extractionthe resulting mixture was extracted with ethyl acetate
  4. extractionThe resulting extract
  5. washwas washed consecutively with water
  6. dry with materialan aqueous sodium chloride solution and then dried over sodium sulfate
  7. customThe solvent was then removed by evaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-770ae39f7850477cb4794e07dbf829af
Quelldatensatz
uspto-grants-1998_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05736487

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