Reaction #531790

ord-d22b357b1eb6472fa57171c45f1cc5ab

Reaction equation

O=C(O)CCS
Mercaptopropionic acid
ClC(c1ccccc1)(c1ccccc1)c1ccccc1
Triphenylmethylchloride
O=C(O)CCSC(c1ccccc1)(c1ccccc1)c1ccccc1
3-(tritylthio)propanoic acid
Yield 95.7%
O=C(O)CCSC(c1ccccc1)(c1ccccc1)c1ccccc1
3-(tritylthio) propanoic acid
Yield 95.7%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwere carried out at room temperature
  2. 2
    Filtrationwas filtered
  3. 3
    Washwas rinsed with 40 ml of diethyl ether
  4. 4
    OtherThe precipitate was then dried under reduced pressure

Procedure

Mercaptopropionic acid 2 (3.14 g) was dissolved in 50 ml of methylene chloride. Triphenylmethylchloride 3 (8.36 g, 30 mmol) was added to that, and 19-hour protection reactions were carried out at room temperature. The precipitate generated through the protection reactions was filtered and gathered, and was rinsed with 40 ml of diethyl ether. The precipitate was then dried under reduced pressure, to form 9.86 g of 3-(tritylthio)propanoic acid 4, which is a white solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08475685B2uspto-grants-2013_07