4-Benzyl-2-(chloromethyl)morpholine → 2-((4-benzylmorpholin-2-yl)methyl)-2,3-dihydro-1H-isoindole-1,3-dione

HRID 1253184Notes

Reaction equation

HRID 1253184 reaction equation
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[CH2:13]([N:20]1[CH2:25][CH2:24][O:23][CH:22]([CH2:26]Cl)[CH2:21]1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C)C=O>[CH2:13]([N:20]1[CH2:25][CH2:24][O:23][CH:22]([CH2:26][N:5]2[C:1](=[O:11])[C:2]3=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]3[C:4]2=[O:6])[CH2:21]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 28015624-Benzyl-2-(chloromethyl)morpholineHCID 24194345Phthalimide potassium salt

Product 1

HCID 117245602-((4-benzylmorpholin-2-yl)methyl)-2,3-dihydro-1H-isoindole-1,3-dioneYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50.2 g of potassium phthalimide are added to 61.2 g of 4-benzyl-2-chloromethylmorpholine [Synth. Com. 10, 59 (1980)] dissolved in 150 ml of abs. dimethylformamide and the mixture is boiled under stirring for 6 hours. After cooling, the crystals are filtered, washed with dimethylformamide and then with cold water and dried to give 68.95 g (76%) of the product, m.p.: 130°-132° C.

Workup

  1. dissolutiondissolved in 150 ml of abs
  2. temperatureAfter cooling
  3. filtrationthe crystals are filtered
  4. washwashed with dimethylformamide
  5. dry with materialwith cold water and dried

Sources & evidence

ORD record
ord-0171d5760cab48c8a746e082ee3c8525
Source dataset
uspto-grants-1988_05
Patent number
US04748175

Reaction notes

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