Sodium Hydroxide → HCID 23667828, compound

HRID 565660Notes

Reaction equation

HRID 565660 reaction equation
[NH2:1][C:2]1[C:3]([CH3:26])=[C:4]([CH3:25])[C:5]2[O:9][C:8]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([C:18]([O:20]CC)=[O:19])[CH2:14][CH2:13]3)([CH3:10])[CH2:7][C:6]=2[C:23]=1[CH3:24].[OH-].[Na+:28]>C(O)C>[NH2:1][C:2]1[C:3]([CH3:26])=[C:4]([CH3:25])[C:5]2[O:9][C:8]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([C:18]([O-:20])=[O:19])[CH2:14][CH2:13]3)([CH3:10])[CH2:7][C:6]=2[C:23]=1[CH3:24].[Na+:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22111083HCID 22111083, compound

Product 1

HCID 23667828HCID 23667828, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 1-[(5-amino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-piperidinecarboxylate (10 g) in ethanol (40 mL) was added 5.7 mL of 5N-aqueous sodium hydroxide and the mixture was stirred under nitrogen gas at room temperature for 2 hours. The precipitate was collected by filtration and washed with diethyl ether to provide 7.5 g of the title compound. Yield 75%. The filtrate was concentrated under reduced pressure and the solid residue was washed thoroughly with diethyl ether to provide an additional 1.4 g of the title compound. Yield 14%. These products were not further purified but directly submitted to the next reaction.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-c60bb02767b64e61b971f947f96651c5
Source dataset
uspto-grants-2001_01
Patent number
US06172085B2

Reaction notes

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