Hydrochloric Acid → Methyl 5-(4-ethyl-3-fluorophenyl)piperidine-3-carboxylate hydrochloride

HRID 661216Notes

Reaction equation

HRID 661216 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13](C=O)[CH2:12][CH:11]([C:17]([O:19][CH3:20])=[O:18])[CH2:10]2)=[CH:5][C:4]=1[F:21])[CH3:2].O.[ClH:23]>CO>[ClH:23].[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:17]([O:19][CH3:20])=[O:18])[CH2:10]2)=[CH:5][C:4]=1[F:21])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 58116556Methyl 5-(4-ethyl-3-fluorophenyl)-1-formylpiperidine-3-carboxylate

Product 1

HCID 66890937Methyl 5-(4-ethyl-3-fluorophenyl)piperidine-3-carboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.6 g (5.3 mmol) of methyl 5-(4-ethyl-3-fluorophenyl)-1-formylpiperidine-3-carboxylate were taken up in 10 ml of methanol, and heated to reflux with 1 ml of water and 0.5 ml of concentrated hydrochloric acid for three hours. The reaction mixture was concentrated and dried under reduced pressure. Yield: 1.5 g (63% of theory; purity 68%)

Workup

  1. temperatureheated
  2. concentrationThe reaction mixture was concentrated
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-5eb4e22a59bd4f16bebc414d15468510
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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