N-bromobutanimide → HCID 89498503, compound

HRID 1778914Notes

Reaction equation

HRID 1778914 reaction equation
C[O:2][C:3]1([CH2:9][N:10]2[C:14]([CH3:15])=[CH:13][CH:12]=[N:11]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[Br:16]N1C(=O)CCC1=O>CN(C)C(=O)C.C(OCC)(=O)C>[Br:16][C:13]1[CH:12]=[N:11][N:10]([CH2:9][C:3]2([OH:2])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2)[C:14]=1[CH3:15]

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 89498212HCID 89498212, compound

Product 1

HCID 89498503HCID 89498503, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Procedure

To a solution of EXAMPLE 165B (10.6 g) in N,N-dimethylacetamide (30 mL) was added N-bromosuccinimide (9.72 g). The mixture was stirred at room temperature overnight. The mixture was diluted with ethyl acetate (400 mL) and washed with aqueous sodium bisulfite, water, and brine. Evaporation of the solvent gave the crude product which was used in the next reaction without further purification.

Workup

  1. washwashed with aqueous sodium bisulfite, water, and brine
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-b3e0ecdc774e499baa7fcaff92468ade
Source dataset
uspto-grants-2016_02
Patent number
US09266877B2

Reaction notes

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