Sodium Hydroxide → 3-Pyrrolidinol, 1-(2-fluoroethyl)-, (3S)-

HRID 15083Notes

Reaction equation

HRID 15083 reaction equation
[OH-].[Na+].[F:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][C@H:8]([O:11]C(=O)C)[CH2:7]1>CO>[F:3][CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][C@H:8]([OH:11])[CH2:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86614898HCID 86614898, compound

Product 1

HCID 806094243-Pyrrolidinol, 1-(2-fluoroethyl)-, (3S)-Yield 35.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4N aqueous sodium hydroxide solution (2 mL) was added to methanol (10 mL) solution of (3S)-1-(2-fluoroethyl)-3-acetoxypyrrolidine (507 mg, 2.89 mmols), and stirred at room temperature for an hour. The reaction liquid was concentrated under reduced pressure, extracted with chloroform and dried over anhydrous sodium sulfate. Concentrating the reaction liquid under reduced pressure, the title compound (135 mg, 35%) was obtained.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. extractionextracted with chloroform
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationConcentrating
  6. customthe reaction liquid under reduced pressure

Sources & evidence

ORD record
ord-760412e2ac6c4faea17af6eff13e4d41
Source dataset
uspto-grants-2010_06
Patent number
US07732456B2

Reaction notes

Loading…