Hydrochloric Acid → HCID 67583577, compound

HRID 1456589Notes

Reaction equation

HRID 1456589 reaction equation
[F:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][C@@H:11]2[CH2:15][C@@H:14]([OH:16])[CH2:13][N:12]2[CH3:17])=[C:6]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:5]=[CH:4][CH:3]=1.[ClH:26]>C(OCC)(=O)C>[ClH:26].[F:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][C@@H:11]2[CH2:15][C@@H:14]([OH:16])[CH2:13][N:12]2[CH3:17])=[C:6]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53666918HCID 53666918, compound

Product 1

HCID 67583577HCID 67583577, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

319 mg of (2R,4R)-2-{2-[6-fluoro-2-(2-phenylethyl)phenoxy]ethyl}-4-hydroxy-1-methylpyrrolidine [prepared as described in step (b) above] were dissolved in 10 ml of ethyl acetate, and then 0.23 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 ethyl acetate, and allowed to stand at room temperature. The crystals which precipitated were collected by filtration and dried in vacuo, to give 320 mg (yield 91%) of the title compound as colorless crystals, melting at 136°-138° C.

Workup

  1. customThe solvent was then removed by evaporation under reduced pressure
  2. dissolutionThe resulting oily substance was dissolved in 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-7486c6f8f5b6405084e6446769db217a
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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