Ammonium Acetate → Piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl) ester

HRID 2407498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2407498
[CH3:1][C:2]([CH3:34])([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6]([C:8]1([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:13][CH2:12][CH2:11][N:10](C(OCC(Cl)(Cl)Cl)=O)[CH2:9]1)=[O:7].C([O-])(=O)C.[NH4+]>O1CCCC1.[Zn]>[CH3:1][C:2]([CH3:34])([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6]([C:8]1([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1)=[O:7]

Komponenten

5

Edukt 2

HCID 517165Ammonium AcetateHCID 67544698Piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester

Produkt 1

HCID 67544909Piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl) ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A mixture of piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester (1.6 g 3 mmol) and zinc (10.5 g 0.16 mol) in a mixture of tetrahydrofurane (25 mL) and 1M aqueous solution of ammonium acetate (13 mL) is stirred overnight at room temperature, diluted with tetrahydrofurane (20 mL) and filtrated over clarcel. The filtrate is diluted with dichloromethane, washed with water dried over magnesium sulfate and concentrated under reduced pressure to give piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester as an oil

Aufarbeitung

  1. filtrationfiltrated over clarcel
  2. additionThe filtrate is diluted with dichloromethane
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1f41bc4b4bc74599a59876ef4eea17d8
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809539B2

Notizen zur Reaktion

Wird geladen…