Sodium Hydroxide → HCID 59716944, compound

HRID 2224122Notes

Reaction equation

HRID 2224122 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)O)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[Cl:19][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 54020792HCID 54020792, compound

Product 1

HCID 59716944HCID 59716944, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-fluorophenyl 1-methylpiperidin-4-yl methanol 1.2 g (4.98 mmol) in toluene (5 ml) was added thionyl chloride (0.44 ml) dropwise. The resulting mixture was stirred at room temperature over night. The mixture was then made alkaline with NaOH solution and extracted with ethyl acetate (3×40). The combined organic solution was dried and concentrated to give 1.1 g of desired product.

Workup

  1. extractionextracted with ethyl acetate (3×40)
  2. customThe combined organic solution was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b369aa83cb5d4fc9891e80be5e0d8bfb
Source dataset
uspto-grants-2008_05
Patent number
US07378420B2

Reaction notes

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