Hydrochloric Acid → 2-Methoxy-4-(4-piperidyloxy)benzoic acid

HRID 128583Notes

Reaction equation

HRID 128583 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].Cl>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 105458744-((1-(Tert-butoxycarbonyl)piperidin-4-YL)oxy)-2-methoxybenzoic acid

Product 1

HCID 189141672-Methoxy-4-(4-piperidyloxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Methoxy-4-(1-Boc-4-piperidyloxy)benzoic acid (0.79 g, 2.24 mmol) was dissolved in ethyl acetate (15 ml). The solution was cooled in ice and saturated with HCl gas, then stirred 30 min in the cold. The mixture was evaporated in vacuo and the residue concentrated from ether three times to give 2-methoxy-4-(4-piperidyloxy)benzoic acid.

Workup

  1. customThe mixture was evaporated in vacuo
  2. concentrationthe residue concentrated from ether three times

Sources & evidence

ORD record
ord-6b356e6778eb45fba5460e10af218b03
Source dataset
uspto-grants-1995_11
Patent number
US05464788

Reaction notes

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