Triethylamine → 2-((2,4-Dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone

HRID 45675

反応式

HRID 45675 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=[O:4].C(N(CC)CC)C.[Cl:21][C:22]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=1[CH2:29][NH:30][CH3:31]>O1CCOCC1>[Cl:21][C:22]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=1[CH2:29][N:30]([CH3:31])[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)=[O:4]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 752132-Bromo-1-(3-nitrophenyl)ethan-1-oneHCID 485424Benzenemethanamine, 2,4-dichloro-N-methyl-

生成物 1

HCID 674554302-((2,4-Dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Into a 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-bromo-1-(3-nitrophenyl)ethanone (2 g, 8.23 mmol, 1.00 equiv), triethylamine (3.4 g, 4.00 equiv), (2,4-dichlorophenyl)-N-methylmethanamine (1.9 g, 10.05 mmol, 1.20 equiv), 1,4-dioxane (50 mL). The resulting solution was stirred for 2 h at room temperature at which time it was judged to be complete by LCMS. The mixture was concentrated under vacuum and the residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:100-1:50). This resulted in 1.5 g (50%) of 2-((2,4-dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone as a yellow solid.

後処理

  1. customInto a 100-mL 3-necked round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. concentrationThe mixture was concentrated under vacuum
  4. customThis resulted in 1.5 g (50%) of 2-((2,4-dichlorobenzyl)(methyl)amino)-1-(3-nitrophenyl)ethanone as a yellow solid

出典と根拠

ORDレコード
ord-498c0b3df70745599d9601905ee71632
出典データセット
uspto-grants-2013_09
特許番号
US08541448B2

関連ノート

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