Hydrogen chloride-ethyl acetate → (3R)-1-(2-(2-(1-benzothiophene-3-yl)ethoxy)ethyl)-3-pyrrolidinol hydrochloride

HRID 2377154Notes

Reaction equation

HRID 2377154 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][C@@H:17]([OH:20])[CH2:16]2)=[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]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]2[CH2:19][CH2:18][C@@H:17]([OH:20])[CH2:16]2)=[CH:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58680085(3R)-1-(2-(2-(1-benzothiophene-3-yl)ethoxy)ethyl)-3-pyrrolidinol

Product 1

HCID 66588424(3R)-1-(2-(2-(1-benzothiophene-3-yl)ethoxy)ethyl)-3-pyrrolidinol hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In 5.0 mL of ethyl acetate was dissolved 0.99 g of (3R)-1-{2-[2-(1-benzothiophen-3-yl)ethoxy]ethyl}-3-pyrrolidinol, and to the solution was added 1.10 mL of a 3.25 mol/L dried hydrogen chloride-ethyl acetate solution, after which the resulting mixture was stirred at room temperature for 1 hour. Then, the solvent was distilled off under reduced pressure to obtain 1.05 g of (3R)-1-{2-[2-(1-benzothiophen-3-yl)ethoxy]ethyl}-3-pyrrolidinol hydrochloride as a light-yellow oil.

Workup

  1. distillationThen, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-aa1baf68ad724e9da57cb87e6e3012a1
Source dataset
uspto-grants-2008_12
Patent number
US07468443B2

Reaction notes

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