Sodium Hydroxide → HCID 67224019, compound

HRID 2272016Notes

Reaction equation

HRID 2272016 reaction equation
FC(F)(F)C([N:5]1[CH2:10][CH2:9][CH2:8][C@@H:7]2[C:11]3[CH:12]=[C:13]([C:18]#[N:19])[CH:14]=[CH:15][C:16]=3[CH2:17][C@H:6]12)=O.[OH-].[Na+]>CO.[Cl-].[Na+].O>[NH:5]1[CH2:10][CH2:9][CH2:8][C@@H:7]2[C:11]3[CH:12]=[C:13]([C:18]#[N:19])[CH:14]=[CH:15][C:16]=3[CH2:17][C@H:6]12

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86654082cis-1-(2,2,2-trifluoroacetyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile

Product 1

HCID 67224019HCID 67224019, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of cis-1-(2,2,2-trifluoroacetyl)-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine-6-carbonitrile (5.50 g) and 4 M NaOH solution (5.6 mL) in methanol (30 mL) is stirred at room temperature for 2 h. Brine (150 mL) is then added and the resulting mixture is extracted with ethyl acetate (3×75 mL). The combined extract is dried (MgSO4) and concentrated to give the title compound as an oil that solidified upon standing. Yield: 3.70 g (quantitative); Mass spectrum (ESI+): m/z=295 [M+H]+.

Workup

  1. extractionthe resulting mixture is extracted with ethyl acetate (3×75 mL)
  2. extractionThe combined extract
  3. dry with materialis dried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a8d9637e867a4c7cb2c20682fbbc2f70
Source dataset
uspto-grants-2015_09
Patent number
US09120769B2

Reaction notes

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