Hydrochloric Acid → HCID 66816859, compound

HRID 1755108Notes

Reaction equation

HRID 1755108 reaction equation
Cl.O1[C:6]2([CH2:11][CH2:10][N:9]([S:12]([CH2:15][CH2:16][C:17]3[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][C:18]=3[CH3:26])(=[O:14])=[O:13])[CH2:8][CH2:7]2)[O:5]CC1>CC(C)=O>[CH3:26][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:17]=1[CH2:16][CH2:15][S:12]([N:9]1[CH2:10][CH2:11][C:6](=[O:5])[CH2:7][CH2:8]1)(=[O:14])=[O:13])[C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66817752HCID 66817752, compound

Product 1

HCID 66816859HCID 66816859, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A 6 M aqueous hydrochloric acid solution (217.9 ml, 1307.4 mmol) was slowly added to a suspension of 4-[2-(1,4-dioxa-8-aza-spiro[4.5]decane-8-sulfonyl)-ethyl]-3-methyl-benzoic acid (16.1 g, 43.58 mmol) in acetone (485 ml) at 0° C., and the mixture was warmed to room temperature and stirred overnight. The reaction mixture was filtered off, and the filtrate was then concentrated under reduced pressure. The precipitated solid was filtered off again. The solids filtered off were combined and dried to give 3-methyl-4-[2-(4-oxo-piperidine-1-sulfonyl)-ethyl]-benzoicacid as a white solid (13.62 g, 91.8%).

Workup

  1. filtrationThe reaction mixture was filtered off
  2. concentrationthe filtrate was then concentrated under reduced pressure
  3. filtrationThe precipitated solid was filtered off again
  4. filtrationThe solids filtered off
  5. customdried

Sources & evidence

ORD record
ord-14ea7844435542798956a02c29c52ba4
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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