Water → HCID 14181070, compound

HRID 1494575Notes

Reaction equation

HRID 1494575 reaction equation
C(O[N:4]1[CH2:9][CH2:8][CH:7]([NH:10][CH:11]2[CH2:20][CH2:19][C:18]3[C:13](=[C:14]([O:21][CH3:22])[CH:15]=[CH:16][CH:17]=3)[CH2:12]2)[CH2:6][C:5]1=C=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+].[CH3:34]COCC>>[CH3:22][O:21][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[CH2:12][CH:11]([NH:10][CH:7]1[CH2:6][CH2:5][N:4]([CH3:34])[CH2:9][CH2:8]1)[CH2:20][CH2:19]2

Participants

6

Reactant 5

HCID 962Water2×HCID 3283Diethyl Ether3×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 88526204HCID 88526204, compound

Product 1

HCID 14181070HCID 14181070, compoundYield 91%

Procedure

A solution of 1.20 g (3.6 mmol) of 2-(1-ethoxy-carbonyl-piperidin-4-yl)amino-8-methoxy-1,2,3,4-tetrahydronaphthalene in 10 ml of ether was added dropwise at room temperature to the suspension of 0.27 g (7.2 mmol) of lithium aluminum hydride in 10 ml of ether. After stirring &for 15 hours at room temperature, the mixture was diluted with 30 ml of ether. 0.3 ml of water, 0.25 ml of 20% strength sodium hydroxide solution and 1 ml of water were subsequently carefully added dropwise. For drying, 3 g of potassium carbonate were added, and the mixture was stirred for 20 minutes. By filtration and concentration (finally high vacuum), U.90 g (91%) of the title compound was obtained as an oil.

Workup

  1. customFor drying
  2. addition3 g of potassium carbonate were added
  3. stirringthe mixture was stirred for 20 minutes
  4. filtrationBy filtration and concentration (finally high vacuum), U

Sources & evidence

ORD record
ord-22e09a12615542598a731b660cc99f52
Source dataset
uspto-grants-1991_06
Patent number
US05026857

Reaction notes

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