Potassium Carbonate → 2-Benzyl-4-(4-bromo-benzyl)-morpholine

HRID 737104Notes

Reaction equation

HRID 737104 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[CH2:10]([CH:17]1[O:22][CH2:21][CH2:20][NH:19][CH2:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:10]([CH:17]1[O:22][CH2:21][CH2:20][N:19]([CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=2)[CH2:18]1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromideHCID 1255102-Benzylmorpholine

Product 1

HCID 578495842-Benzyl-4-(4-bromo-benzyl)-morpholine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The above compound could be made in the following manner: 1.5 eq. of 4-Bromobenzyl bromide and 1 eq. of 2-Benzyl-morpholine in acetonitrile could be stirred at room temperature and 3 eq. of potassium carbonate could be added. The reaction could be stirred at room temperature overnight. The solution could be filtered through Celite and concentrated in vacuo to afford a brown solid. Purification could be done by flash chromatography to afford product.

Workup

  1. customThe reaction
  2. filtrationThe solution could be filtered through Celite
  3. concentrationconcentrated in vacuo
  4. customto afford a brown solid
  5. customPurification
  6. customto afford product

Sources & evidence

ORD record
ord-9d02a6bc7bb54944b6c4b0bf17a30046
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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