Water → 6,8-Bis(acetylthio)octanoic acid

HRID 966133Notes

Reaction equation

HRID 966133 reaction equation
C([O:4][C:5](=[O:21])[CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([S:17][C:18](=[O:20])[CH3:19])[CH2:11][CH2:12][S:13][C:14](=[O:16])[CH3:15])(=O)C.O>CC(O)C>[C:18]([S:17][CH:10]([CH2:11][CH2:12][S:13][C:14](=[O:16])[CH3:15])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]([OH:21])=[O:4])(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 962WaterHCID 865856106,8-Bisacetylmercaptooctanoic acetic anhydride

Product 1

HCID 99260846,8-Bis(acetylthio)octanoic acid

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The anhydride from step 2 (8.0 g) was mixed with 30 mL of water and 30 mL of 2-propanol and stirred at 40 for 4.25 hr. After about 2 hr there was a clear solution. The solvent was evaporated under vacuum (2 mm) at 25. The oil remaining was evaporated with 10 mL of water to remove any residual 2-propanol and acetic acid. An almost colorless oil weighing 6.8 g was isolated.

Workup

  1. waitAfter about 2 hr there was
  2. customThe solvent was evaporated under vacuum (2 mm) at 25
  3. customThe oil remaining was evaporated with 10 mL of water
  4. customto remove any residual 2-propanol and acetic acid
  5. customwas isolated

Sources & evidence

ORD record
ord-1144bbf5839348aba727310ab433b030
Source dataset
uspto-grants-2005_10
Patent number
US06951887B2

Reaction notes

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