Water → HCID 18962882, compound

HRID 1707229Notes

Reaction equation

HRID 1707229 reaction equation
[CH3:1][C:2]([N:10]1[CH2:14][CH:13]([CH2:15]Br)[CH:12]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[C:11]1=[O:24])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:3].N12CCCN=C1CCCCC2.O>C1(C)C=CC=CC=1>[CH3:1][C:2]([N:10]1[CH2:14][CH:13]2[C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=3)([CH2:15]2)[C:11]1=[O:24])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18962890HCID 18962890, compound

Product 1

HCID 18962882HCID 18962882, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To 15 ml of toluene were added 0.8 g of 1-(1-methyl-1-phenylethyl)-4-bromomethyl-3-(3-fluorophenyl)pyrrolidine-2-one and 0.4 g of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and the solution was then stirred at room temperature for 2 hours. After water was added to the solution, extraction was made with toluene, and the resultant extract was then dried over anhydrous sodium sulfate. After the solvent was distilled off, silica gel column chromatography was done to obtain 0.45 g of the desired 3-(1-methyl-1-phenylethyl)-1-(3-fluorophenyl)-3-azabicyclo[3.1.0]hexane-2-one.

Workup

  1. extractionthe resultant extract
  2. dry with materialwas then dried over anhydrous sodium sulfate
  3. distillationAfter the solvent was distilled off

Sources & evidence

ORD record
ord-f24b5aa0f9364497b2b28cd16abe3863
Source dataset
uspto-grants-1994_10
Patent number
US05352655

Reaction notes

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