1-Azido-4-[3-(1-piperidinylmethyl)phenoxy]-2-butanol → 1-Amino-4-{3-[(piperidin-1-yl)methyl]phenoxy}butan-2-ol

HRID 1589540Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589540
[N:1]([CH2:4][CH:5]([OH:22])[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:10]=1)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[NH2:1][CH2:4][CH:5]([OH:22])[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:10]=1

Komponenten

4

Edukt 2

HCID 202460071-Azido-4-[3-(1-piperidinylmethyl)phenoxy]-2-butanolHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 202460151-Amino-4-{3-[(piperidin-1-yl)methyl]phenoxy}butan-2-olAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of 1-azido-4[3-(1-piperidinylmethyl)phenoxy]-2-butanol (10 g) in dry tetrahydrofuran (100 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (4 g) in tetrahydrofuran (200 ml) under nitrogen. The resulting mixture was stirred at room temperature for 1 h and quenched with water (4 ml), followed by 15% sodium hydroxide (4 ml) and water (12 ml). The mixture was then filtered and the residue washed with tetrahydrofuran (50 ml). The combined filtrate was evaporated to give the title compound (7.5 g) as a pale pink oil.

Aufarbeitung

  1. customquenched with water (4 ml)
  2. filtrationThe mixture was then filtered
  3. washthe residue washed with tetrahydrofuran (50 ml)
  4. customThe combined filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1e1c9047d1924a8386466119e75d58e7
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04571394

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