Water → N-(1,1-Dimethylpropyl)-4-bromomethylbenzenesulfonamide

HRID 2258542

反応式

HRID 2258542 の反応式
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:20]([NH2:25])([CH2:23][CH3:24])([CH3:22])[CH3:21].O>C1(C)C=CC=CC=1>[CH3:21][C:20]([NH:25][S:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][Br:1])=[CH:4][CH:5]=1)(=[O:11])=[O:10])([CH3:22])[CH2:23][CH3:24]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 689862-Butanamine, 2-methyl-HCID 27344094-(Bromomethyl)benzenesulfonyl chloride

生成物 1

HCID 22922484N-(1,1-Dimethylpropyl)-4-bromomethylbenzenesulfonamide収率 8.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a solution of 10 g of 4-bromomethylbenzenesulfonyl chloride and 10 ml of triethylamine in 50 ml of toluene is added, dropwise at RT, a solution of 3.2 g of tert-amylamine in 10 ml of toluene, and the mixture is left stirring for 3 hours at RT. Water is then added to the reaction mixture and, after separation by settling, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is chromatographed on silica, eluting with a DCM/heptane mixture (50/50; v/v). 1 g of the expected product is obtained after crystallization from iso ether, mp=100° C.

後処理

  1. customafter separation
  2. washthe organic phase is washed with water
  3. dry with materialdried over Na2SO4
  4. customthe solvent is evaporated off under vacuum
  5. customThe residue is chromatographed on silica
  6. washeluting with a DCM/heptane mixture (50/50; v/v)

出典と根拠

ORDレコード
ord-ebf51210f6824c72812e42710e3bf496
出典データセット
uspto-grants-1997_08
特許番号
US05661169

関連ノート

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