N-bromobutanimide → HCID 89498503, compound

HRID 1430305Notes

Reaction equation

HRID 1430305 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-36ad2af2b3c348ad92a9c84c0d5a539a
Source dataset
uspto-grants-2015_01
Patent number
US08940737B2

Reaction notes

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