Isopropylamine → 3-bromo-N-isopropylbenzamide
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[CH:11]([NH2:14])([CH3:13])[CH3:12]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:14][CH:11]([CH3:13])[CH3:12])=[O:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-bromo-benzoyl chloride (0.83 g, 3.8 mmol) in DCM (40 mL) was chilled to zero degrees and treated with isopropylamine (0.96 mL, 11.32 mmol). Reaction was allowed to come to room temperature and stir for 24 h. Mixture was then poured onto water and washed once. Organic phase then washed with brine, dried over sodium sulfate, filtered and evaporated to white solids (0.6 g, 66%).
Workup
- customReaction
- customto come to room temperature
- additionMixture was then poured onto water
- washwashed once
- washOrganic phase then washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated to white solids (0.6 g, 66%)
Sources & evidence
- ORD record
- ord-67fc43a1a67a496da2f900eaf8e1e116
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08138199B2
Reaction notes
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