Hydrogen chloride-ethyl acetate → 1-(2-(2-(1-Benzothiophene-4-yl)ethoxy)ethyl)-3-pyrrolidinol hydrochloride

HRID 1092767

Reaction equation

HRID 1092767 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16]3)[C:4]=2[CH:3]=[CH:2]1.C(OCC)(=O)C.[ClH:27]>C(OCC)(=O)C>[ClH:27].[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16]3)[C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 219900741-{2-[2-(1-Benzothiophen-4-yl)ethoxy]ethyl}-3-pyrrolidinol

Product 1

HCID 219901791-(2-(2-(1-Benzothiophene-4-yl)ethoxy)ethyl)-3-pyrrolidinol hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In 5.0 mL of ethyl acetate was dissolved 0.63 g of 1-{2-[2-(1-benzothiophen-4-yl)ethoxy]ethyl}-3-pyrrolidinol, and to the solution was added 0.80 mL of a 3.25 mol/L dried hydrogen chloride-ethyl acetate solution. The resulting mixture was stirred at room temperature for 1 hour and then at 5° C. for 1 hour, after which the crystals precipitated were collected by filtration. The crystals precipitated were washed with ethyl acetate and then dried to obtain 0.43 g of 1-{2-[2-(1-benzothiophen-4-yl)ethoxy]ethyl}-3-pyrrolidinol hydrochloride as colorless crystals.

Workup

  1. waitat 5° C. for 1 hour
  2. customafter which the crystals precipitated
  3. filtrationwere collected by filtration
  4. customThe crystals precipitated
  5. washwere washed with ethyl acetate
  6. customdried

Sources & evidence

ORD record
ord-c639004ca599468a90e3f75f707d5ae2
Source dataset
uspto-grants-2012_03
Patent number
US08129535B2

Linked notes

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