Formaldehyde → HCID 19031054, compound

HRID 1648542Notes

Reaction equation

HRID 1648542 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22](N)[CH:23]=3)[CH:18]=[CH:17][C:15]2=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C=O.[BH3-][C:29]#[N:30].[Na+].[C:32](=O)([O-])[O-].[K+].[K+]>O.C(O)(=O)C.CO>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([N:30]([CH3:29])[CH3:32])[CH:23]=3)[CH:18]=[CH:17][C:15]2=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

8

Reactant 4

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 5003444Sodium cyanoborohydrideHCID 19031140HCID 19031140, compound

Product 1

HCID 19031054HCID 19031054, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a mixture of 1-(1-benzyl-4-piperidinyl)-7-aminocarbostyril (0.7 g), methanol (10 ml) and 37 % formalin (1.4 ml) is added NaBH3CN (0.3 g) in portions. Thereafter, acetic acid (0.7 ml) is added thereto in portions at room temperature and the mixture is stirred at the same temperature for 1 hour. After completion of the reaction, water is added to the reaction mixture and the mixture is neutralized with an aqueous potassium carbonate and then extracted with ethyl acetate. The extract is concentrated by distilling off the solvent to give 1-(1-benzyl-4-piperidinyl)-7-dimethylaminocarbostyril (0.7 g).

Workup

  1. additionis added to the reaction mixture
  2. extractionextracted with ethyl acetate
  3. concentrationThe extract is concentrated
  4. distillationby distilling off the solvent

Sources & evidence

ORD record
ord-73cc21a346eb4f77888e589191bd3cf9
Source dataset
uspto-grants-1995_07
Patent number
US05436254

Reaction notes

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