Hydrochloric Acid → HCID 54673294, compound

HRID 2202576Notes

Reaction equation

HRID 2202576 reaction equation
[CH:1]([O:14][CH:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[O:26][C:25]([C:27]([O:29]C)=[O:28])=[CH:24][CH:23]=2)[CH2:17][CH2:16]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.[OH-].[Na+].Cl>O>[CH:1]([O:14][CH:15]1[CH2:16][CH2:17][N:18]([CH2:21][C:22]2[O:26][C:25]([C:27]([OH:29])=[O:28])=[CH:24][CH:23]=2)[CH2:19][CH2:20]1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86680282HCID 86680282, compound

Product 1

HCID 54673294HCID 54673294, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 465 mg of methyl 5-(4-benzhydryloxypiperidin-1-ylmethyl)furan-2-carboxylate synthesized in Production Example 2, 1.7 mL of ethanol, and 3.4 mL of a 1-N sodium hydroxide aqueous solution was heated under reflux for 40 minutes. To the mixture were added 10 mL of water and 3.4 mL of 1-N hydrochloric acid, and the resulting mixture was stirred. The precipitated crystal was separated by filtration and washed with water. The resulting product was dried to give the title compound (316 mg).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 40 minutes
  3. customThe precipitated crystal was separated by filtration
  4. washwashed with water
  5. customThe resulting product was dried

Sources & evidence

ORD record
ord-c638b1f7edf04318a900e0ea990a9b7f
Source dataset
uspto-grants-2016_06
Patent number
US09365553B2

Reaction notes

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