p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 1578418Notes

Reaction equation

HRID 1578418 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1>C(OCC)(=O)C>[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 6101p-Toluenesulfonic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

A slurry is formed with 5.0 g. (0.025 moles) of L-α-hydrazino-α-methyl-β-(3,4-dihydroxyphenyl)propionic acid in 50 ml. of ethyl acetate under nitrogen. The slurry is heated to 70°C. and 4 g. (0.028 moles) of p-toluene sulfonic acid monohydrate is added all at once. The mixture which has cooled somewhat is reheated to 70°C. and then allowed to cool to room temperature. The mixture is aged 21/2 hours at room temperature. The product is filtered, washed once with ethyl acetate and then dried in vacuo (20 mm.) at room temperature. The p-toluene sulfonic acid salt of L-α-hydrazino-α-methyl-β-(3,4-dihydroxyphenyl)propionic acid is obtained in a yield of 7.84 g. or 82 percent of theory.

Workup

  1. customA slurry is formed with 5.0 g
  2. temperatureThe mixture which has cooled somewhat
  3. customis reheated to 70°C.
  4. temperatureto cool to room temperature
  5. custom2 hours
  6. customat room temperature
  7. filtrationThe product is filtered
  8. washwashed once with ethyl acetate
  9. customdried in vacuo (20 mm.) at room temperature

Sources & evidence

ORD record
ord-f6589f903759422aa9a9f2f022155d62
Source dataset
uspto-grants-1976_02
Patent number
US03936495

Reaction notes

Loading…