Hydrochloric Acid → 3-[2-[(4-Chlorophenyl)sulfonylaminomethyl]indan-5-yl]propionic acid

HRID 1654962Notes

Reaction equation

C([O:3][C:4](=[O:28])[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([CH2:16][NH:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:10]2)C.Cl>[OH-].[Na+]>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([S:18]([NH:17][CH2:16][CH:11]2[CH2:10][C:9]3[C:13](=[CH:14][CH:15]=[C:7]([CH2:6][CH2:5][C:4]([OH:28])=[O:3])[CH:8]=3)[CH2:12]2)(=[O:20])=[O:19])=[CH:26][CH:25]=1

Participants

Conditions

Temperature: 70 °C

Procedure

195 mg (0.50 mmol) of ethyl-3-[2-[(4chlorophenyl)sulfonylaminomethyl]indan-5-yl]propionate was suspended in 3 ml of 2N sodium hydroxide and heated at 70° C. for 2 hours. After cooling, the system was made acidic with conc. HCl in an ice bath. The precipitated crystals were collected, recrystallized from a solvent mixture of ethyl acetate and hexane to obtain 137 mg of colorless flakes. Yield: 76%

Workup

temperatureAfter cooling
customThe precipitated crystals were collected
customrecrystallized from a solvent mixture of ethyl acetate and hexane
customto obtain 137 mg of colorless flakes

Sources & evidence

ORD record: ord-10bb35cc3a624979ae22d55606ff8d1b
Source dataset: uspto-grants-1995_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05409956

Reaction notes

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