Water → HCID 17962902, compound

HRID 2382323Notes

Reaction equation

HRID 2382323 reaction equation
B(Br)(Br)Br.[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH:18][C:19](=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26]C)=[CH:15][CH:16]=2)[C:11]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([CH3:29])[CH2:10][C:9]1([CH3:37])[CH3:36])(=[O:7])[CH3:6].O>ClCCl>[C:5]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([NH:18][C:19](=[O:28])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[OH:26])=[CH:15][CH:16]=2)[C:11]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)([CH3:29])[CH2:10][C:9]1([CH3:37])[CH3:36])(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 17962874HCID 17962874, compound

Product 1

HCID 17962902HCID 17962902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

BBr3 (0.69 ml) was added dropwise to a solution of 1-acetyl-6-(2-methoxybenzoyl)amino-4-phenyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (0.64 g) in dichloromethane (40 mL). After stirring for 4 h, TLC indicated complete conversion. Water was added to the reaction mixture and stirring was continued for 15 min. The mixture was washed with 5% aq. NaHCO3 and water. The organic layer was dried (MgSO4) and concentrated in vacuo. The resulting product was used without further purification.

Workup

  1. stirringstirring
  2. waitwas continued for 15 min
  3. washThe mixture was washed with 5% aq. NaHCO3 and water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe resulting product was used without further purification

Sources & evidence

ORD record
ord-d84c4f8da40b4b8c9d5a69560f586ed1
Source dataset
uspto-grants-2012_09
Patent number
US08258293B2

Reaction notes

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