Trityl chloride → 3-[(Triphenylmethyl)sulfanyl]propanoic acid

HRID 444609Notes

Reaction equation

HRID 444609 reaction equation
[CH2:1]([C:4]([OH:6])=[O:5])[CH2:2][SH:3].[C:7]1([C:13](Cl)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)Cl>[C:13]([S:3][CH2:2][CH2:1][C:4]([OH:6])=[O:5])([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 65143-Mercaptopropionic Acid

Product 1

HCID 2627673-[(Triphenylmethyl)sulfanyl]propanoic acidYield 95.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Mercaptopropionic acid 12 (3.14 g) was dissolved in 50 ml of methylene chloride. Triphenylmethylchloride 13 (8.36 g) was added to that, and 19-hour reactions were carried out at room temperature. The precipitate generated through the reactions was gathered by filtration, and the solid components obtained here were dried under reduced pressure, to form 9.86 g of 3-(tritylthio)propionic acid 14, which is a white solid.

Workup

  1. customwere carried out at room temperature
  2. filtrationwas gathered by filtration
  3. customthe solid components obtained here
  4. customwere dried under reduced pressure

Sources & evidence

ORD record
ord-cc51c2cc70eb48d5b5288f27eea55aa0
Source dataset
uspto-grants-2013_07
Patent number
US08475685B2

Reaction notes

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