Sodium Hydroxide → HCID 14155730, compound

HRID 1252115Notes

Reaction equation

HRID 1252115 reaction equation
[OH-].[Na+].[F:3][C:4]([F:23])([F:22])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][N:12]1[CH:16]([C:17]([O:19]C)=[O:18])[CH2:15][CH2:14][C:13]1=[O:21]>O>[F:23][C:4]([F:3])([F:22])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][N:12]1[C:13](=[O:21])[CH2:14][CH2:15][CH:16]1[C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20140968HCID 20140968, compound

Product 1

HCID 14155730HCID 14155730, compoundYield 39.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 17.40 g of sodium hydroxide pellets in 275 ml of water was treated with 131 g of (±)-1-[(2-trifluoromethylphenyl)methyl]-5-methoxycarbonyl-2-pyrrolidinone and was heated for four hours with a steam bath. The solution was cooled down to room temperature and extracted with diethyl ether (total volume=1000 ml). The aqueous phase was acidified with 50 ml of concentrated hydrochloric acid and extracted with dichloromethane (total volume=900 ml). The organic phase was dried over anhydrous sodium sulfate and concentrated to a solid. The solid was recrystallized from toluene (800 ml) which afforded 49.8 g of crystals, m.p. 139°-141°.

Workup

  1. temperaturewas heated for four hours with a steam bath
  2. extractionextracted with diethyl ether (total volume=1000 ml)
  3. extractionextracted with dichloromethane (total volume=900 ml)
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. concentrationconcentrated to a solid
  6. customThe solid was recrystallized from toluene (800 ml) which

Sources & evidence

ORD record
ord-72188b6bcdee49188b468a6ae9a25cae
Source dataset
uspto-grants-1988_05
Patent number
US04742061

Reaction notes

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