Methyl p-toluenesulfonate → HCID 14848775, compound

HRID 1492690Notes

Reaction equation

HRID 1492690 reaction equation
[CH3:1][C:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][N:3]=1.S(C1C=CC(C)=CC=1)(O[CH3:14])(=O)=O>>[CH3:14][N:3]1[CH2:4][CH2:5][CH2:6][C:7]([CH3:9])([CH3:8])[C:2]1=[CH2:1]

Participants

3

Procedure

A mixture of 5 g of 2,3,3-trimethyl-3,4,5,6-tetrahydropyridine and 12 g of methyl tosylate was reacted at 100° C. for 4 hours. The reaction mixture was cooled and extracted with water/chloroform. Then, 2 g of sodium hydroxide was added to the water layer and the mixture was stirred. The liquid was extracted with chloroform. The chloroform layer was concentrated to obtain a yellow liquid.

Workup

  1. customwas reacted at 100° C. for 4 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with water/chloroform
  4. additionThen, 2 g of sodium hydroxide was added to the water layer
  5. extractionThe liquid was extracted with chloroform
  6. concentrationThe chloroform layer was concentrated
  7. customto obtain a yellow liquid

Sources & evidence

ORD record
ord-5425c176defb48f4953ffdb478a616ad
Source dataset
uspto-grants-1994_12
Patent number
US05374723

Reaction notes

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