Water → HCID 59238295, compound

HRID 220185Notes

Reaction equation

HRID 220185 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH3:18])C#N)=[CH:4][CH:3]=1.OS(O)(=O)=O.O.[C:25]([O-:28])([O-])=[O:26].[Na+].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:11][CH2:12][CH:13]2[CH2:17][CH2:16][CH2:15][N:14]2[CH3:18])[C:25]([OH:28])=[O:26])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 59238336HCID 59238336, compound

Product 1

HCID 59238295HCID 59238295, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The oily residue of 2-(4-bromo-phenyl)-4-(1-methyl-pyrrolidin-2-yl)-butyronitrile was hydrolyzed by refluxing for 2 h with concentrated H2SO4 and water (38:28) (4 mL). The mixture was neutralized with Na2CO3, then MeOH (20 mL) was added. The solid was filtered and washed with MeOH (3×10 mL). The combined methanol solution was evaporated to give an oil product. MS: calc'd 326 (MH+), exp 326 (MH+).

Workup

  1. filtrationThe solid was filtered
  2. washwashed with MeOH (3×10 mL)
  3. customThe combined methanol solution was evaporated
  4. customto give an oil product

Sources & evidence

ORD record
ord-67d3bbef886842938903fbec5fbb0d07
Source dataset
uspto-grants-2012_06
Patent number
US08202866B2

Reaction notes

Loading…