Sodium Hydroxide → HCID 23361030, compound

HRID 232889Notes

Reaction equation

HRID 232889 reaction equation
[CH3:1][NH:2][CH2:3][C:4]([NH:6][C:7]1([C:17]([O:19]CC)=O)[CH2:16][CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8]1)=[O:5].[OH-].[Na+]>O1CCCC1>[CH3:1][N:2]1[CH2:3][C:4](=[O:5])[NH:6][C:7]2([CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:8]2)[C:17]1=[O:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54425397HCID 54425397, compound

Product 1

HCID 23361030HCID 23361030, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

A solution of ethyl 2-(N-methylaminoacetylamino)tetralin-2-carboxylate (290 mg, 1.0 mmol) in a 1 N aqueous sodium hydroxide solution (2 ml)-tetrahydrofuran (10 ml) was stirred for 13 hours while heating at 80° C. After the reaction mixture was concentrated under reduced pressure, the residue was dissolved in ethyl acetate. This solution was washed by sequential additions of water and saturated saline, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to yield 150 mg (61%) of the title compound as a crude crystal, a portion of which was then recrystallized from chloroform-isopropyl ether.

Workup

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThis solution was washed by sequential additions of water and saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3b7f10d1fd1146ab96097fd960faa8f0
Source dataset
uspto-grants-1997_01
Patent number
US05591849

Reaction notes

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