Hydrochloric Acid → 4-(6-Fluorobenzo(b)thiophen-3-yl)piperidine hydrochloride

HRID 1784723Notes

Reaction equation

HRID 1784723 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([CH:10]3[CH2:15][CH2:14][N:13](C(C4C=CC=CC=4)=O)[CH2:12][CH2:11]3)=[CH:8][S:7][C:6]=2[CH:24]=1.C(OCC)(=O)C.[ClH:31]>C(O)(=O)C>[ClH:31].[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)=[CH:8][S:7][C:6]=2[CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 67117372HCID 67117372, compound

Product 1

HCID 226493344-(6-Fluorobenzo(b)thiophen-3-yl)piperidine hydrochlorideYield 89%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of (4-(6-fluorobenzo[b]thiophen-3-yl)piperidin-1-yl) phenylmethanone (6.5 g, 19 mmol) in acetic acid (100 mL) and concentrated hydrochloric acid (100 mL) was stirred at 90° C. for 10 h. To a solution of reaction mixture was added ethyl acetate. The precipitated crystals were collected by filtration and washed with ethyl acetate to give 4-(6-fluorobenzo[b]thiophen-3-yl)piperidine hydrochloride (4.8 g, 89%) as yellow crystals.

Workup

  1. customTo a solution of reaction mixture
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-6a29d55a57be492b83495bffda71cec5
Source dataset
uspto-grants-2009_03
Patent number
US07504411B2

Reaction notes

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