N-bromobutanimide → HCID 18002687, compound

HRID 2187584Notes

Reaction equation

HRID 2187584 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16]([C:19]([F:22])([F:21])[F:20])[CH:15]=[CH:14]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Br:23]N1C(=O)CCC1=O>ClCCl>[Br:23][C:12]1[CH:11]=[CH:10][C:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])=[C:18]2[C:13]=1[CH:14]=[CH:15][C:16]([C:19]([F:20])([F:22])[F:21])=[N:17]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 18002704HCID 18002704, compound

Product 1

HCID 18002687HCID 18002687, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 8-(tert-butyldimethylsilanyloxy)-2-trifluoromethylquinoline (17.5 g) in dichloromethane (100 ml) was treated with N-bromosuccinimide (10.5 g) at 15° C. The mixture was stirred at 20° C. for 25 minutes, washed with 1% sodium sulfite solution (100 ml), and water (50 ml). The organic layer was separated, dried over magnesium sulfate, filtered and the solvent removed in vacuo to give the product (21.4 g) as a dark oil.

Workup

  1. washwashed with 1% sodium sulfite solution (100 ml), and water (50 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-e576a48b46c1407aa264e77bb6c5c3ca
Source dataset
uspto-grants-2002_06
Patent number
US06410559B1

Reaction notes

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