Morpholine → 2-Bromo-1-(morpholin-4-yl)ethan-1-one

HRID 863774Notes

Reaction equation

HRID 863774 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[NH:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1>CCOCC>[Br:1][CH2:2][C:3]([N:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:4]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 61147Bromoacetyl bromide

Product 1

HCID 139968762-Bromo-1-(morpholin-4-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bromoacetylbromide (20.1 g) was added dropwise to a rapidly stirred solution of morpholine (17.4 g) in ether (200 ml). After stirring overnight, the mixture was washed with water (2×50 ml), dried (MgSO4) and evaporated to afford a colourless oil. 1H NMR (360 MHz, CDCl3) δ3.46 (2H, m, 2×CHHN), 3.63 (2H, m, 2×CHHN), 3.69 (4H, m, 2×CH2O), 3.75 (2H, s, CH2Br).

Workup

  1. washthe mixture was washed with water (2×50 ml)
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customto afford a colourless oil

Sources & evidence

ORD record
ord-905c9c8902e340bf952aa3b021d49c94
Source dataset
uspto-grants-1996_10
Patent number
US05561130

Reaction notes

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