Potassium Carbonate → 4-(3-Bromo-benzyl)-2-phenyl-morpholine

HRID 737080Notes

Reaction equation

HRID 737080 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]Br.[C:10]1([CH:16]2[O:21][CH2:20][CH2:19][NH:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][N:18]1[CH2:19][CH2:20][O:21][CH:16]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:17]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 699793-Bromobenzyl bromideHCID 911012-Phenylmorpholine

Product 1

HCID 578494954-(3-Bromo-benzyl)-2-phenyl-morpholineYield 65%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.877 g of 3-Bromobenzyl bromide and 1 g of 2-Phenyl-morpholine in 15 mL of acetonitrile were stirred at room temperature and 2.076 g of potassium carbonate was added. The reaction was stirred at room temperature overnight. The solution was filtered through Celite and concentrated in vacuo to afford a brown solid. Purification by flash chromatography afforded 1.073 g of product. 65% yield ES MS m/z 332

Workup

  1. filtrationThe solution was filtered through Celite
  2. concentrationconcentrated in vacuo
  3. customto afford a brown solid
  4. customPurification by flash chromatography

Sources & evidence

ORD record
ord-d683687a9ee24236882084116cd19dda
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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