Water → HCID 86609506, compound

HRID 2250366Notes

Reaction equation

HRID 2250366 reaction equation
Cl[CH2:2][C@@H:3]([OH:18])[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([C@H:13]2[CH2:17][CH2:16][CH2:15][O:14]2)=[O:12])[CH2:7][CH2:6]1.O.[OH-].[Na+]>C1COCC1.ClCCl>[O:14]1[CH2:15][CH2:16][CH2:17][C@@H:13]1[C:11]([N:8]1[CH2:9][CH2:10][N:5]([CH2:4][C@H:3]2[CH2:2][O:18]2)[CH2:6][CH2:7]1)=[O:12]

Participants

6

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 66880639HCID 66880639, compound

Product 1

HCID 86609506HCID 86609506, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a cold solution of (S)-1-chloro-3-(4-[(R)-tetrahydro-2-furoyl]-1-piperazinyl)-2-propanol (2.4 g, 8.67 mmol) in THF (25 mL) in an ice bath was added water (7 mL), and then sodium hydroxide (0.416 g, 10.41 mmol) as solid pellets. The mixture was stirred vigorously at the same temperature for 1 h, and diluted with dichloromethane (200 mL). The mixture was washed with 1M sodium hydroxide and brine solution, then dried and concentrated, to provide the title intermediate.

Workup

  1. washThe mixture was washed with 1M sodium hydroxide and brine solution
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e528499050bc42b890b4d0cc915bf421
Source dataset
uspto-grants-2008_01
Patent number
US07317022B2

Reaction notes

Loading…