Methyl p-toluenesulfonate → HCID 86744275, compound

HRID 1088577

Reaction equation

HRID 1088577 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][CH2:9][OH:10])[CH:2]=1.[C:11]1([CH3:22])[CH:16]=[CH:15][C:14]([S:17]([O:20]C)(=[O:19])=[O:18])=[CH:13][CH:12]=1>CC(C)=O>[C:11]1([CH3:22])[CH:12]=[CH:13][C:14]([S:17]([O-:20])(=[O:18])=[O:19])=[CH:15][CH:16]=1.[OH:10][CH2:9][CH:8]=[CH:7][C:3]1[CH:2]=[N+:1]([CH3:11])[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 35635042-Propen-1-ol, 3-(3-pyridinyl)-

Product 1

HCID 86744275HCID 86744275, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Ethyl 3-(3-pyridyl)acrylate was reduced using lithium aluminum hydride to give 3-(3-pyridyl)-2-propen-1-ol. In 30 ml of acetone 710 mg of 3-(3-pyridyl)-2-propen-1-ol and 980 mg of methyl p-toluenesulfonate were heated under reflux for 22 hours. The reaction mixture was subjected by decantation to remove the solvent and then washed with acetone and ether. The residue was dried under reduced pressure to give 1.3 g of the desired compound as an orange-colored oil.

Workup

  1. temperatureunder reflux for 22 hours
  2. customto remove the solvent
  3. washwashed with acetone and ether
  4. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-ab0bd96f038e4c9a91427c8f4d4a31c1
Source dataset
uspto-grants-1990_10
Patent number
US04962096

Linked notes

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