Acetic Acid → 2-Bromo-N-methyl-N-(1-methylethyl)benzenamine

HRID 215935ノート

反応式

HRID 215935 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[NH:4][CH3:5].[CH3:10][C:11]([CH3:13])=O.CC(O)=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[OH-].[Na+]>ClC(Cl)C>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[N:4]([CH:11]([CH3:13])[CH3:10])[CH3:5]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 180AcetoneHCID 14798Sodium HydroxideHCID 3340862-Bromo-N-methylanilineHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 534013872-Bromo-N-methyl-N-(1-methylethyl)benzenamine

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution of 2-bromo-N-methylaniline (2.07 g, 11.22 mmol), in dichloroethane (45 mL) was added acetone (1.31 g, 22.5 mmol), AcOH (4.04 g, 67.32 mmol) and Na(OAc)3BH (7.14 g, 33.66 mmol) sequentially at RT. The mixture was stirred for 72 h. The reaction was cooled with ice bath, and 2M NaOH (100 mL) was added slowly, then stirred for 5 min. The organic layer was separated, washed with brine dried and solvent removed. The crude product contained a mixture of 2:1 ratio of Compound 219 and starting material. This mixture was used as is in the next step.

後処理

  1. temperatureThe reaction was cooled with ice bath
  2. stirringstirred for 5 min
  3. customThe organic layer was separated
  4. washwashed with brine
  5. customdried
  6. customsolvent removed
  7. additiona mixture of 2:1 ratio of Compound 219

出典と根拠

ORDレコード
ord-b40fae3a74b3484a8e37dbb7e1e0cc10
出典データセット
uspto-grants-2012_06
特許番号
US08193203B2

反応ノート

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