Hydrochloric Acid → HCID 57964442, compound

HRID 2403529Notes

Reaction equation

HRID 2403529 reaction equation
C([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH:19]3[CH2:28][CH2:27][C:22]4([O:26][CH2:25][CH2:24][O:23]4)[CH2:21][CH2:20]3)[CH2:13][CH2:12]2)[CH:6]=1)C.[OH-].[Na+].Cl>C(O)C>[O:23]1[C:22]2([CH2:21][CH2:20][CH:19]([CH2:18][CH2:17][N:14]3[CH2:13][CH2:12][N:11]([C:7]4[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=4)[C:4]([OH:29])=[O:3])[CH2:16][CH2:15]3)[CH2:28][CH2:27]2)[O:26][CH2:25][CH2:24]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68811174HCID 68811174, compound

Product 1

HCID 57964442HCID 57964442, compoundYield 106.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3.75 g (9.3 mmol) of 3-{4-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]piperazin-1-yl}benzoic acid ethyl ester in 20 mL of ethanol are added 10.2 mL of an aqueous 1N sodium hydroxide solution. Stirring is maintained overnight. The mixture is cooled and 2.55 mL (10.2 mmol) of 4N hydrochloric acid solution are added. After evaporation under reduced pressure, the solid is taken off with ethyl acetate, filtered and dried at 50° C. under vacuum to give 3.7 g of crude 3-{4-[2-(1,4-dioxaspiro[4.5]dec-8-yl)ethyl]piperazin-1-yl}benzoic acid.

Workup

  1. temperatureis maintained overnight
  2. temperatureThe mixture is cooled
  3. customAfter evaporation under reduced pressure
  4. filtrationfiltered
  5. customdried at 50° C. under vacuum

Sources & evidence

ORD record
ord-4af069a1075443db808fa11fb29db505
Source dataset
uspto-grants-2014_08
Patent number
US08802678B2

Reaction notes

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