Sodium Hydroxide → HCID 53375443, compound

HRID 468563Notes

Reaction equation

HRID 468563 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH2:10][C@H:11]([OH:14])[CH2:12]Cl.[OH-].[Na+]>CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[CH2:10][C@H:11]1[CH2:12][O:14]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54764462HCID 54764462, compound

Product 1

HCID 53375443HCID 53375443, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2S)-3-(2,4,5-trifluorophenyl)-1-chloro-2-propanol obtained in step 1 was dissolved in 50 ml of methanol, and NaOH (2.3 g) was added dropwise thereto. A mixture was stirred for 1 hour, and methanol was removed therefrom under a reduced pressure. Water (50 ml) and ethyl acetate (50 ml) were added thereto, and the organic layer formed thereafter was separated. The separated organic layer was washed with satuated saline, dried over MgSO4, and filtered to remove MgSO4. The organic solvent was removed from the filtrate under a reduced pressure to obtain the title compound (7.6 g; yield: 85%).

Workup

  1. custommethanol was removed
  2. additionWater (50 ml) and ethyl acetate (50 ml) were added
  3. customthe organic layer formed
  4. customthereafter was separated
  5. washThe separated organic layer was washed with satuated saline
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customto remove MgSO4
  9. customThe organic solvent was removed from the filtrate under a reduced pressure

Sources & evidence

ORD record
ord-26aa5c7758e64798909d0a7e01fc2500
Source dataset
uspto-grants-2014_01
Patent number
US08624026B2

Reaction notes

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