Potassium Carbonate → HCID 57849488, compound

HRID 737073Notes

Reaction equation

HRID 737073 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[C:10]1([C@@H: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:9]=[CH:8][C:5]([CH2:6][N:18]2[CH2:19][CH2:20][O:21][C@@H:16]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:17]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 937783(2S)-2-Phenylmorpholine

Product 1

HCID 57849488HCID 57849488, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.417 g of 4-Bromobenzyl bromide and 0.617 g of (S)-2-Phenyl-morpholine in 11 mL of acetonitrile were stirred at room temperature and 1.567 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 0.851 g of product. 68% yield ES MS m/z 331.

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-25ee7b7d635e4fbd842faa1bbeba7652
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

Loading…