Hydrochloric Acid → HCID 19045366, compound

HRID 1781386Notes

Reaction equation

HRID 1781386 reaction equation
C([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[O:26][C:12]3([CH2:17][CH2:16][N:15]([CH2:18][C:19]4[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=4)[CH2:14][CH2:13]3)[CH2:11][CH2:10][C:9]=2[CH:27]=1)(=O)C.Cl.[OH-:29].[Na+]>CO>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]2[O:26][C:12]3([CH2:13][CH2:14][N:15]([CH2:18][C:19]4[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=4)[CH2:16][CH2:17]3)[CH2:11][C:10](=[O:29])[C:9]=2[CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19045409HCID 19045409, compound

Product 1

HCID 19045366HCID 19045366, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3,4-dihydro-6-acetamido-1'-(4-aminobenzyl)spiro[(2H)-1-benzopyran-2,4'-piperidine] (136 mg, 0.36 mmol) and hydrochloric acid (6N solution, 13.6 ml) in methanol (13.6 ml) was heated at reflux temperature for 1 hr. The reaction mixture was cooled to 0° C. and basified with 20% sodium hydroxide solution. Extraction with methylene chloride, drying and solvent evaporation gave 3,4-dihydro-6-amino-1'-(4-aminobenzyl)spiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one (107 mg, 88%);

Workup

  1. temperatureat reflux temperature for 1 hr
  2. extractionExtraction with methylene chloride
  3. customdrying
  4. customsolvent evaporation

Sources & evidence

ORD record
ord-876d879d6ec744549debf35e4e67563d
Source dataset
uspto-grants-1997_05
Patent number
US05633247

Reaction notes

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