Hydrochloric Acid → HCID 19844103, compound

HRID 2352237Notes

Reaction equation

HRID 2352237 reaction equation
[C:1]([CH2:5][CH2:6][S:7][C:8]1[N:9]([CH2:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=2)[CH2:10][CH2:11][N:12]=1)([O:3]C)=[O:2].[OH-].[Na+].Cl>>[C:1]([CH2:5][CH2:6][S:7][C:8]1[N:9]([CH2:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=2)[CH2:10][CH2:11][N:12]=1)([OH:3])=[O:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14653376HCID 14653376, compound

Product 1

HCID 19844103HCID 19844103, compound

Procedure

2-(2-Carbomethoxyethylthio)-1-(3,5-difluorobenzyl)imidazoline prepared as in example 12 is stirred with aqueous sodium hydroxide and the reaction mixture is heated at reflux for one hour, cooled, and neutralized with concentrated hydrochloric acid. The mixture then is extracted three times with ether and the combined ether extracts are concentrated. Trituration of the residue with boiling hexane and recrystallization from ethylacetate-hexane, yields 2-(2-carboxyethylthio)-1-(3,5-difluorobenzyl)imidazoline.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux for one hour
  3. temperaturecooled
  4. extractionThe mixture then is extracted three times with ether
  5. concentrationthe combined ether extracts are concentrated
  6. customTrituration of the residue with boiling hexane and recrystallization from ethylacetate-hexane

Sources & evidence

ORD record
ord-a0555aa9780945a1872b54b5763a209c
Source dataset
uspto-grants-1989_10
Patent number
US04876266

Reaction notes

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