Triethylamine → N-2-(4-bromophenyl)ethyl 2-propanesulfonamide

HRID 1358635

反応式

HRID 1358635 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:18]([S:21](Cl)(=[O:23])=[O:22])([CH3:20])[CH3:19]>ClCCl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH:8][S:21]([CH:18]([CH3:20])[CH3:19])(=[O:23])=[O:22])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 533915p-Bromophenethylamine

生成物 1

HCID 21893403N-2-(4-bromophenyl)ethyl 2-propanesulfonamide収率 44%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 10.0 g (50 mmol) of 4-bromophenethylamine and 7.6 mL (55 mmol) of triethylamine in 150 mL of dichloromethane was added a solution of 6.2 mL (55 mmol) of isopropylsulfonyl chloride in 40 mL of dichloromethane dropwise. The mixture was stirred at room temperature for 18 hr. The mixture was washed with 100 mL of 1N aqueous hydrochloric acid, the organic layer was separated and the aqueous layer extracted one time with 100 mL each of dichloromethane. The combined organics were dried (Na2SO4), filtered and concentrated in vacuo to afford 6.7 g (44%) of the title compound.

後処理

  1. washThe mixture was washed with 100 mL of 1N aqueous hydrochloric acid
  2. customthe organic layer was separated
  3. extractionthe aqueous layer extracted one time with 100 mL each of dichloromethane
  4. dry with materialThe combined organics were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-50f8723e38344035b84c9ef3f4831de3
出典データセット
uspto-grants-2003_07
特許番号
US06596716B2

関連ノート

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