Morpholine → 4-(4-Bromobenzyl)morpholine

HRID 1708062Notes

Reaction equation

HRID 1708062 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromide

Product 1

HCID 7835034-(4-Bromobenzyl)morpholineYield 605%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-bromo-4-(bromomethyl)benzene (100 mg) in dry THF (10 ml) containing potassium carbonate (380 mg) was treated slowly with morpholine (0.32 ml, 317 mg). The resulting mixture was stirred at room temperature under nitrogen for 18 h, before filtering and concentrating in vacuo to give the title compound as a white solid (620 mg). m.p. 82°-83° C.

Workup

  1. filtrationbefore filtering
  2. concentrationconcentrating in vacuo

Sources & evidence

ORD record
ord-d466f44bbdad4070b6147a88df0a6795
Source dataset
uspto-grants-1994_10
Patent number
US05356893

Reaction notes

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