Hydrochloric Acid → (R)-2-(2,5-Difluorophenyl)pyrrolidine hydrochloride

HRID 1054432Notes

Reaction equation

HRID 1054432 reaction equation
[ClH:1].C([S@@]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[F:20])=O)(C)(C)C>O1CCOCC1>[ClH:1].[F:20][C:14]1[CH:15]=[CH:16][C:17]([F:19])=[CH:18][C:13]=1[C@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89618669HCID 89618669, compound

Product 1

HCID 89618473(R)-2-(2,5-Difluorophenyl)pyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4M HCl solution (in Dioxane) (75 mL) was added to stirred solution of (R)-1-((S)-tert-butylsulfinyl)-2-(2,5-difluorophenyl)pyrrolidine (15 g, 52.19 mmol) in Dioxane (25 mL) and stirring was continued at 20-35° C. for 4 h. After which the reaction mixture was concentrated under reduced pressure to afford the crude product. The crude product was purified by washing with diethyl ether to afford 7.5 g of the title compound as a white solid. MS (ESI): m/z 184 (M+H).

Workup

  1. concentrationAfter which the reaction mixture was concentrated under reduced pressure
  2. customto afford the crude product
  3. customThe crude product was purified
  4. washby washing with diethyl ether

Sources & evidence

ORD record
ord-98f848613d934859b51482e66ef0fdd4
Source dataset
uspto-grants-2016_07
Patent number
US09394305B2

Reaction notes

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