Hydrochloric Acid → 4-(3-Piperidin-1-ylpropoxy)benzoic acid hydrochloride

HRID 268705

Reaction equation

HRID 268705 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:21]=[CH:20][C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:22]>>[ClH:22].[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([C:15]([OH:17])=[O:16])=[CH:20][CH:21]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 17986307Ethyl 4-(3-Piperidin-1-ylpropoxy)benzoate

Product 1

HCID 689636144-(3-Piperidin-1-ylpropoxy)benzoic acid hydrochloride

Procedure

A solution of ethyl 4-(3-piperidin-1-ylpropoxy)benzoate (D1) (1.4 g) in concentrated hydrochloric acid (15 ml) was heated under reflux for 1 h, cooled and evaporated to give the title compound (D2) (1.02 g). MS electrospray (+ion) 264 (MH+). 1H NMR δ (DMSO-d6): 10.59 (1H, s), 10.25 (1H, s), 7.90 (2H, d, J=9 Hz), 7.02 (2H, d, J=9 Hz), 4.14 (2H, t, J=6 Hz), 3.05-3.52 (4H, m), 2.91 (2H, m), 2.20 (2H, m), 1.25-1.91 (6H, m).

Workup

  1. temperatureunder reflux for 1 h
  2. temperaturecooled
  3. customevaporated

Sources & evidence

ORD record
ord-e2a1c2f4e22c4a1ba13262435c179a50
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Linked notes

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