Water → HCID 19088483, compound

HRID 1463849Notes

Reaction equation

HRID 1463849 reaction equation
[CH2:1]([N:8]([CH2:10][CH2:11][CH2:12][C:13]([C:26]#[N:27])([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C(=O)([O-])[O-:30].[Na+].[Na+]>S(=O)(=O)(O)O>[CH2:1]([N:8]([CH2:10][CH2:11][CH2:12][C:13]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:26]([NH2:27])=[O:30])[CH3:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 19088485HCID 19088485, compound

Product 1

HCID 19088483HCID 19088483, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

4-(N-Benzyl-N-methylamino)-1-cyano-1,1-diphenylbutane (2%--see Preparation 2) was dissolved in 90% sulphuric acid (11 l) and the solution heated at 100° for 3 hours. The solution was allowed to cool to room temperature then poured slowly into water (100 ml). The mixture was made basic (pH 10) by the addition of 10% aqueous sodium carbonate and extracted with dichloromethane (3×50 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to leave the title compound as a colourless foam, yield 1.9 g.

Workup

  1. temperaturethe solution heated at 100° for 3 hours
  2. extractionextracted with dichloromethane (3×50 ml)
  3. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3302fc6379364bb184abfd8673d0c16a
Source dataset
uspto-grants-1994_04
Patent number
US05302595

Reaction notes

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