N-bromobutanimide → HCID 59299492, compound

HRID 2235323Notes

Reaction equation

HRID 2235323 reaction equation
[Cl:1][C:2]1[C:20]([OH:21])=[CH:19][CH:18]=[C:17]([Cl:22])[C:3]=1[CH2:4][CH:5]1[CH2:9][CH2:8][N:7]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[C:6]1=[O:16].C1C(=O)N([Br:30])C(=O)C1>C(O)(=O)C>[Br:30][C:19]1[CH:18]=[C:17]([Cl:22])[C:3]([CH2:4][CH:5]2[CH2:9][CH2:8][N:7]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]3)[C:6]2=[O:16])=[C:2]([Cl:1])[C:20]=1[OH:21]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 11522980HCID 11522980, compound

Product 1

HCID 59299492HCID 59299492, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Place 3-(2,6-dichloro-3-hydroxybenzyl)-1-cyclohexylpyrrolidin-2-one (1.116 g, 3.26 mmol) in acetic acid (5 mL). Add NBS (0.609 g, 3.42 mmol) and stir at room temperature for 2 hours. Pour reaction mixture onto water, filter, and dry to give 1.165 g (85%) of the title compound. Mass spectrum (apci) m/z=422.1 (M+H).

Workup

  1. additionPour
  2. customreaction mixture onto water
  3. filtrationfilter
  4. customdry

Sources & evidence

ORD record
ord-fc2e0c966fb64262a66438c60a024bb6
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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