Hydrochloric Acid → HCID 67583582, compound

HRID 1456550Notes

Reaction equation

HRID 1456550 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][CH2:8][C@@H:9]2[CH2:13][C@@H:12]([OH:14])[CH2:11][N:10]2[CH3:15])=[C:4]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[CH:3]=1.[ClH:27]>C(OCC)(=O)C>[ClH:27].[F:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][CH2:8][C@@H:9]2[CH2:13][C@@H:12]([OH:14])[CH2:11][N:10]2[CH3:15])=[C:4]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67583583HCID 67583583, compound

Product 1

HCID 67583582HCID 67583582, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

138 mg of (2R,4R)-2-[2-{4-fluoro-2-[2-(4-fluorophenyl)ethyl]phenoxy}ethyl]-4-hydroxy-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 4 ml of ethyl acetate, and then 0.15 ml of a 4N solution of hydrogen chloride in ethyl acetate was added to the resulting solution, and the solution was concentrated by evaporation under reduced pressure. The resulting oily substance was dissolved in 5 ml of ethyl acetate, and the resulting solution 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 66 mg (yield 43%) of the title compound as colorless crystals, melting at 70°-73° C.

Workup

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

Sources & evidence

ORD record
ord-dc7b980efa9f477b9076448de9cd7e78
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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