Dimethylformamide → N-(4-tert-pentylbenzyl)-N-methyl-1-naphthylmethylamine hydrochloride

HRID 1493376

Reaktionsgleichung

Reaktionsgleichung von HRID 1493376
[CH3:1][NH:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O.[C:25]([C:30]1[CH:37]=[CH:36][C:33]([CH2:34][Cl:35])=[CH:32][CH:31]=1)([CH2:28][CH3:29])([CH3:27])[CH3:26]>O>[ClH:35].[C:25]([C:30]1[CH:37]=[CH:36][C:33]([CH2:34][N:2]([CH2:3][C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][CH:5]=2)[CH3:1])=[CH:32][CH:31]=1)([CH2:28][CH3:29])([CH3:27])[CH3:26]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 84474N-Methyl-N-naphthylmethylamineHCID 141400Toluene, alpha-chloro-p-(1,1-dimethyl-propyl)-

Produkt 1

HCID 18957493N-(4-tert-pentylbenzyl)-N-methyl-1-naphthylmethylamine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 1.03 g of N-methyl-1-naphthylmethylamine, 0.7 g of sodium carbonate and 10 ml of dimethylformamide was added 1.3 g of 4-tert-pentylbenzyl chloride and was stirred at room temperature for 16 hours. The reaction mixture was poured into water and extracted with benzene, and the benzene solution was washed with water. After distilling away benzene, 1.5 ml of concentrated hydrochloric acid was added and then an excess of concentrated hydrochloric acid was removed. A small amount of acetone was added and 1.33 g of formed white crystal was filtrated. White crystal of N-(4-tert-pentylbenzyl)-N-methyl-1-naphthylmethylamine hydrochloride (Compound of Example 12) was obtained by recrystallization from acetone.

Aufarbeitung

  1. extractionextracted with benzene
  2. washthe benzene solution was washed with water
  3. distillationAfter distilling away benzene, 1.5 ml of concentrated hydrochloric acid
  4. additionwas added
  5. customan excess of concentrated hydrochloric acid was removed
  6. additionA small amount of acetone was added
  7. filtration1.33 g of formed white crystal was filtrated

Quellen und Nachweise

ORD-Eintrag
ord-82620228dad3454db0761321bfbaee7c
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05021458

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