Hydrochloric Acid → HCID 67583603, compound

HRID 1456586Notes

Reaction equation

HRID 1456586 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]([CH:17]=1)[O:7][CH2:8][CH2:9][C@@H:10]1[CH2:14][C@@H:13]([OH:15])[CH2:12][N:11]1[CH3:16].Cl>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[C:6]([CH:17]=1)[O:7][CH2:8][CH2:9][C@@H:10]1[CH2:14][C@@H:13]([OH:15])[CH2:12][N:11]1[CH3:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54239579HCID 54239579, compound

Product 1

HCID 67583603HCID 67583603, compoundYield 129.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

256 mg of (2R,4R)-2-{2-[5-chloro-2-(2-phenylethyl)phenoxy]ethyl}-4-hydroxy-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 5 ml of ethyl acetate, and then 0.18 ml of a 4N solution of hydrogen chloride in ethyl acetate was 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. The crystals which precipitated were collected by filtration and dried in vacuo, to give 183 mg (yield 65%) of the title compound as colorless crystals, melting at 99°-102° 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. customto stand at room temperature
  4. customThe crystals which precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-ce1231b061cd4925a0ece2a3eadea1d6
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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