7-Acetylthio-2-propylheptanoic acid → 7-Mercapto-2-propylheptanoic acid

HRID 325816Notes

Reaction equation

HRID 325816 reaction equation
C([S:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([CH2:14][CH2:15][CH3:16])[C:11]([OH:13])=[O:12])(=O)C>N>[SH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([CH2:14][CH2:15][CH3:16])[C:11]([OH:13])=[O:12]

Participants

3

Reactant 1

HCID 204628707-Acetylthio-2-propylheptanoic acid

Product 1

HCID 204628737-Mercapto-2-propylheptanoic acidYield 60.3%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 7-acetylthio-2-propylheptanoic acid (0.8 g) in 5 N methanolic ammonia (50 ml) was stirred for 2 hours at ambient temperature in an argon atmosphere and concentrated to dryness under reduced pressure. The residue was dissolved in a small amount of a mixture of water and methanol and passed through a column of ion-exchange resin (Dowex 50W, H+ type). The eluate with a mixture of water and methanol was concentrated to dryness under reduced pressure to give semisolid of 7-mercapto-2-propylheptanoic acid (0.4 g).

Workup

  1. concentrationconcentrated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in a small amount of a mixture of water and methanol
  3. additionThe eluate with a mixture of water and methanol
  4. concentrationwas concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-11cb9b709ee141f9bc9a4281d024b39b
Source dataset
uspto-grants-1984_04
Patent number
US04443365

Reaction notes

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