Sodium Hydroxide → HCID 59716944, compound

HRID 1443044Notes

Reaction equation

HRID 1443044 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-7a4e0338e851467b929d738a52809bc5
Source dataset
uspto-grants-2010_02
Patent number
US07659395B2

Reaction notes

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