Hydrochloric Acid → HCID 67660582, compound

HRID 1456574Notes

Reaction equation

HRID 1456574 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]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3]1.[ClH:26]>C(OCC)(=O)C>[ClH:26].[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]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53775799HCID 53775799, compound

Product 1

HCID 67660582HCID 67660582, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

1050 mg of (2R,4R)-4-hydroxy-1-methyl-2-{2-[6-methyl-2-(2-phenylethyl)phenoxy]ethyl}pyrrolidine [prepared as described in step (c) above] were dissolved in 10 ml of ethyl acetate, and then 0.77 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. 20 ml of ethyl acetate were added to the resulting solid substance, and the mixture was allowed to stand at room temperature for about 10 minutes. The crystals which precipitated were collected by filtration, and dried in vacuo, to give 1024 mg (yield 88%) of the title compound as colorless crystals, melting at 114°-115° C.

Workup

  1. customThe solvent was then removed by evaporation under reduced pressure
  2. addition20 ml of ethyl acetate were added to the resulting solid substance
  3. customThe crystals which precipitated
  4. filtrationwere collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-25b14bdbea214da689fd60248dfd480e
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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