Morpholine → 2-(3-Bromophenyl)-1-morpholinoethanone

HRID 379992Notes

Reaction equation

HRID 379992 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:9]=[C:10]([CH2:14][C:15](O)=[O:16])[CH:11]=[CH:12][CH:13]=1>CN(C)C1C=CN=CC=1.ClCCl>[Br:7][C:8]1[CH:9]=[C:10]([CH2:14][C:15]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:16])[CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 234378122-(3-Bromophenyl)-1-morpholinoethanone

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Prepared according to the method described in Example 24a) from 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide 4-hydrochloride (0.764 g), 4-dimethylaminopyridine (0.488 g), morpholine (0.35 ml) and a solution of 3-bromophenylacetic acid (0.43 g) in dichloromethane (10 ml). The mixture was stirred overnight at room temperature. The reaction mixture was washed with 2M hydrochloric acid (3×100 ml), the organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The sub-title compound was obtained as a solid (0.550 g).

Workup

  1. customPrepared
  2. washThe reaction mixture was washed with 2M hydrochloric acid (3×100 ml)
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-8310112f521b4b359164b63364640f0d
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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