Hydrochloric Acid → HCID 13298945, compound

HRID 325487Notes

Reaction equation

HRID 325487 reaction equation
C([S:4][C:5]1[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]([N:9]([CH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH2:10][C:11]([OH:13])=[O:12])=[O:8])(=O)C.[OH-].[Na+].Cl>>[SH:4][C:5]1[C:22]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:20]=[CH:19][C:6]=1[C:7]([N:9]([CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18]1)[CH2:10][C:11]([OH:13])=[O:12])=[O:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20465220HCID 20465220, compound

Product 1

HCID 13298945HCID 13298945, compound

Procedure

N-(2-Acetylthio-3-trifluoromethylbenzoyl)-N-cyclopentylglycine (1.4 g, 3.6 mmol) and 1 N sodium hydroxide solution were stirred 4 hours at room temperature, then acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organics were washed with water and brine, then dried and concentrated to a yellow gum which solidified on standing. Recrystallization from hexane/ethyl acetate gave a white solid, m.p. 144°-146° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organics were washed with water and brine
  3. customdried
  4. concentrationconcentrated to a yellow gum which
  5. customRecrystallization from hexane/ethyl acetate
  6. customgave a white solid, m.p. 144°-146° C.

Sources & evidence

ORD record
ord-61be6d70e9df4b6db3c99e4c8a066233
Source dataset
uspto-grants-1984_04
Patent number
US04440941

Reaction notes

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