Hydrochloric Acid → HCID 13656096, compound

HRID 745987Notes

Reaction equation

HRID 745987 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17]([C:20]([CH3:27])([CH3:26])[C:21]([O:23]CC)=[O:22])(=[O:19])=[O:18])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17]([C:20]([CH3:27])([CH3:26])[C:21]([OH:23])=[O:22])(=[O:19])=[O:18])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13656097HCID 13656097, compound

Product 1

HCID 13656096HCID 13656096, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.70g (9.10 mmol) of ethyl 2-[[3-(4-chlorophenyl)1,2-benzisoxazol-6-yl]sulfonyl]-2-methylpropionate was combined with 50 ml of methanol in a flask. The mixture was heated to reflux and an excess (50 ml) of 10% NaOH was added. Initially after the addition, the solution was clear yellow but after a few minutes a precipitate began to form. After refluxing for about one hour, the mixture was cooled and acidified with dilute HCl. The precipitate was collected and recrystallized from methanol to yield 3.27 g of 2-[[3-(4-chlorophenyl)-1,2-benzisoxazol-6-yl]sulfonyl]-2-methylpropionic acid, m.p. 235°-239° C., with decomposition.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. additionInitially after the addition
  4. waitthe solution was clear yellow but after a few minutes
  5. customto form
  6. temperatureAfter refluxing for about one hour
  7. temperaturethe mixture was cooled
  8. customThe precipitate was collected
  9. customrecrystallized from methanol

Sources & evidence

ORD record
ord-156d68175431414ebc00471e9591e3c0
Source dataset
uspto-grants-1986_07
Patent number
US04602028

Reaction notes

Loading…