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Dimethylformamide → N-Methyl-4-phenylpiperidine-4-carboxamide

HRID 1955049
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1955049
C([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])C.Cl.[CH3:9]N.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2N=N1.[CH3:38][N:39]([CH:41]=[O:42])C>C(Cl)Cl>[CH3:38][NH:39][C:41]([C:9]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:5][CH2:4][NH:3][CH2:6][CH2:7]1)=[O:42]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 6364545Methylamine hydrochloride

Produkt 1

HCID 22741819N-Methyl-4-phenylpiperidine-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

1.98 g of triethylamine are added to a solution of 1.5 g of the compound obtained in the preceding stage in 5 ml of DCM and 5 ml of DMF, followed by 0.49 g of methylamine hydrochloride. The mixture is cooled on an ice bath, 2.39 g of BOP are added and the mixture is kept stirring for 24 hours while allowing the temperature to rise to RT. The reaction mixture is concentrated under vacuum, the residue extracted with ether, washed with water, with a buffer solution pH=2, with water, with a 10% solution of NaOH, with water, with a saturated solution of NaCl, dried over MgSO4 and evaporated under vacuum. 1.4 g of the expected product are obtained.

Aufarbeitung

  1. temperatureThe mixture is cooled on an ice bath
  2. customto rise to RT
  3. concentrationThe reaction mixture is concentrated under vacuum
  4. extractionthe residue extracted with ether
  5. washwashed with water, with a buffer solution pH=2, with water, with a 10% solution of NaOH, with water, with a saturated solution of NaCl
  6. dry with materialdried over MgSO4
  7. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-165f6a03ef1a47b88e218df6747c418b
Quelldatensatz
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06124316

Notizen zur Reaktion

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