4-(3-Phthalimidopropyloxy)pyridine → 4-(3-Phthalimidopropyloxy)pyridine hydrochloride

HRID 6161

Reaction equation

HRID 6161 reaction equation
[C:1]1(=[O:21])[N:5]([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[C:4](=[O:16])[C:3]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:2]12.[ClH:22].CO>CO>[ClH:22].[C:4]1(=[O:16])[N:5]([CH2:6][CH2:7][CH2:8][O:9][C:10]2[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=2)[C:1](=[O:21])[C:2]2=[CH:20][CH:19]=[CH:18][CH:17]=[C:3]12

Participants

4

Reactant 2

HCID 190790904-(3-Phthalimidopropyloxy)pyridineHCID 21893726Hydrochloride methanol

Product 1

HCID 190790894-(3-Phthalimidopropyloxy)pyridine hydrochlorideYield 64.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.41 g (5.0 mmol) of 4-(3-phthalimidopropyloxy)pyridine in 20 ml of methanol, 10 ml of hydrogen chloride-methanol was added. The solvent was distilled off and acetone was added to the residue. The resulting crystals were collected by filtration and washed with acetone to give 1.03 g of the desired compound (64.8% yield, colorless crystals), mp. 167°-169° C.

Workup

  1. distillationThe solvent was distilled off
  2. additionacetone was added to the residue
  3. filtrationThe resulting crystals were collected by filtration
  4. washwashed with acetone

Sources & evidence

ORD record
ord-c962e1c87c844b4594420eb59c04a717
Source dataset
uspto-grants-1993_09
Patent number
US05246948

Linked notes

Loading…