Sodium Hydroxide → HCID 21939876, compound

HRID 1242892Notes

Reaction equation

HRID 1242892 reaction equation
[OH-].[Na+].Cl.[N:4]1([CH2:10][CH2:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH2:23][C:24]4[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=4)[CH:18]=3)[CH2:13]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1>CO>[N:4]1([CH2:10][CH2:11][CH:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:22][CH2:23][C:24]4[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=4)[CH:18]=3)[CH2:13]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21939990HCID 21939990, compound

Product 1

HCID 21939876HCID 21939876, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3N Aqueous sodium hydroxide solution (1.8 ml) was added to methanol solution (20 ml) of methyl 4-[[2-(2-piperidinoethyl)-6-tetralinyl]oxymethyl]benzoate hydrochloride (1.06 g), which was refluxed with heating for 6 hours. After the reaction mixture was concentrated, water was added to the reaction mixture. Further, 1N hydrochloric acid was added to make the pH of the mixture about 7. The resulting crystals were filtered to give the titled compound (0.93 g). Recrystallization from ethanol gave crystals of the following melting points.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 6 hours
  3. concentrationAfter the reaction mixture was concentrated
  4. additionwater was added to the reaction mixture
  5. additionFurther, 1N hydrochloric acid was added
  6. filtrationThe resulting crystals were filtered

Sources & evidence

ORD record
ord-ba35ae8c98334e77b78c596c54d0948e
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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