2,2,6,6-Tetramethylpiperidine → HCID 12951849, Verbindung

HRID 2058661Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2058661
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[CH2:7]Br.[CH3:11][NH:12][CH2:13][CH2:14][CH:15]([OH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CC1(C)CCCC(C)(C)N1>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH2:7][N:12]([CH2:13][CH2:14][CH:15]([OH:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH3:11])[CH:9]=1

Komponenten

5

Edukt 3

HCID 130352,2,6,6-TetramethylpiperidineHCID 27339893-Methylamino-1-phenylpropanolHCID 27736262-(Bromomethyl)-4-chloro-1-fluorobenzene

Produkt 1

HCID 12951849HCID 12951849, VerbindungAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

A solution of 5-chloro-2-fluorobenzyl bromide (10.5 g) in acetonitrile (100 ml) was added dropwise to a mixture of N-methyl-3-hydroxy-3-phenylpropylamine (7.7 g), 2,2,6,6-tetramethylpiperidine (8 ml) and acetonitrile (100 ml). After 12h the mixture was filtered, and filtrate evaporated and the residue chromatographed on silica (Woelm Grade 1) using ether as eluant to give the title compound as an oil (10.5 g), b.p. 160°/0.5 mm. (Found: C, 66.1; H, 6.2; N, 4.1%; C17H19ClFNO requires: C, 66.3; H, 6.2; N, 4.55%).

Aufarbeitung

  1. filtrationAfter 12h the mixture was filtered
  2. customfiltrate evaporated
  3. customthe residue chromatographed on silica (Woelm Grade 1)

Quellen und Nachweise

ORD-Eintrag
ord-588a8b1336a541ee860dcc8dddfc9a32
Quelldatensatz
uspto-grants-1982_03
Patentnummer
US04318909

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