Ammonium Chloride → 4-(4-Diisopropylaminomethylbenzoyl)-1-tritylpiperidine

HRID 278573

Reaktionsgleichung

Reaktionsgleichung von HRID 278573
Br[C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[Li]CCCC.CN([C:25]([CH:27]1[CH2:32][CH2:31][N:30]([C:33]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:29][CH2:28]1)=[O:26])OC.[Cl-].[NH4+]>C1COCC1>[CH:8]([N:7]([CH2:6][C:5]1[CH:14]=[CH:15][C:2]([C:25]([CH:27]2[CH2:28][CH2:29][N:30]([C:33]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)([C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:31][CH2:32]2)=[O:26])=[CH:3][CH:4]=1)[CH:11]([CH3:13])[CH3:12])([CH3:10])[CH3:9]

Komponenten

6

Versuchsvorschrift

To a solution of N-(4-bromobenzyl)-N,N-diisopropylamine (2.3 g) in THF (10 ml) was added dropwise at −78° C. n-BuLi (1.6 mmol/ml hexane solution, 3.8 ml). Ten minutes later, N,O-dimethyl-N-(1-trityl-piperidine-4-carbonyl)hydroxylamine (1.5 g) in THF (20 ml) was added dropwise to the mixture, and the mixture was stirred at the same temperature for 30 minutes. To the mixture was added ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated to give the title compound (5.0 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4e0682a8042f420a89b225e795ace753
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359134B1

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