3-[4-[(Methanesulfonyl)amino]phenyl]propionic acid benzyl ester → 3-[4-[(Methanesulfonyl)amino]phenyl]propionic acid

HRID 466361Notes

Reaction equation

HRID 466361 reaction equation
C([O:8][C:9](=[O:23])[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][S:19]([CH3:22])(=[O:21])=[O:20])=[CH:14][CH:13]=1)C1C=CC=CC=1>[Pd].C(O)C>[CH3:22][S:19]([NH:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][C:9]([OH:23])=[O:8])=[CH:17][CH:16]=1)(=[O:21])=[O:20]

Participants

4

Reactant 1

HCID 540780883-[4-[(Methanesulfonyl)amino]phenyl]propionic acid benzyl ester

Product 1

HCID 135283723-[4-[(Methanesulfonyl)amino]phenyl]propionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-[4-[(Methanesulfonyl)amino]phenyl]propionic acid benzyl ester from Preparation 26 (5.0 g (0.015 mol) and 0.75 g of 5% Pd/C catalyst in 150 ml of ethanol is hydrogenated on the Parr hydrogenator for 20 min. The mixture is filtered through a pad of Celite. The filtrate is concentrated to give a solid. It is recrystallized from ethanol to give 3-[4-[(methanesulfonyl)amino]phenyl]propionic acid; m.p. 152.5°-154° C.

Workup

  1. filtrationThe mixture is filtered through a pad of Celite
  2. concentrationThe filtrate is concentrated
  3. customto give a solid
  4. customIt is recrystallized from ethanol

Sources & evidence

ORD record
ord-cc19dc13e2c54b3ca549ffd11066b64d
Source dataset
uspto-grants-1992_10
Patent number
US05155268

Reaction notes

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