Hydrochloric Acid → HCID 67661585, compound

HRID 1456583Notes

Reaction equation

HRID 1456583 reaction equation
[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:3]1.[ClH:27]>C(OCC)(=O)C>[ClH:27].[OH:1][C@H:2]1[CH2:6][N:5]([CH3:7])[C@H:4]([CH2:8][CH2:9][O:10][C:11]2[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54181058HCID 54181058, compound

Product 1

HCID 67661585HCID 67661585, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

552 mg of (2R,4R)-4-hydroxy-2-{2-[6-methoxy-2-(2-phenylethyl)phenoxy]ethyl}-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 10 ml of ethyl acetate, and then 0.39 ml of a 4N solution of hydrogen chloride in ethyl acetate were added to the resulting solution. The solvent was then removed by evaporation under reduced pressure. The resulting oily substance was dissolved in 10 ml of ethyl acetate, and allowed to stand at room temperature for about 10 minutes. The crystals which precipitated were collected by filtration, and dried in vacuo, to give 424 mg (yield 70%) of the title compound as colorless crystals, melting at 70°-72° C.

Workup

  1. customThe solvent was then removed by evaporation under reduced pressure
  2. dissolutionThe resulting oily substance was dissolved in 10 ml of ethyl acetate
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-f0fec0f3ef874a19bf85ab45825b6990
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

Loading…