Thionyl Chloride → HCID 12904553, compound

HRID 2082161Notes

Reaction equation

HRID 2082161 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]O)=[CH:3][CH:2]=1.S(Cl)([Cl:15])=O.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][Cl:15])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 6428094-PYRIDINEPENTANOL

Product 1

HCID 12904553HCID 12904553, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 5-(4-pyridinyl)-l-pentanol (3.71 g, 0.0225 mol) in 50 mL of chloroform is treated with thionyl chloride (5.4 g, 0.0449 mol) in 25 mL of chloroform. The resulting solution is neutralized with a saturated solution of sodium bicarbonate and extracted with chloroform. The organic phase is dried (sodium sulfate) and evaporated in vacuo to give 3.86 g of 5-(4-pyridinyl)-1-pentylchloride as a brown oil.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe organic phase is dried (sodium sulfate)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-ab06ebc5721d4027b55928ac39e6b175
Source dataset
uspto-grants-1993_02
Patent number
US05187280

Reaction notes

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