Water → HCID 21099420、化合物

HRID 1351656ノート

反応式

HRID 1351656 の反応式
Br[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[Br:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([O-:19])=[O:18])=[CH:13][CH:12]=1.[Na+].CN(C)CCN.O>CS(C)=O>[Br:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=2[CH:4]=[O:5])(=[O:19])=[O:18])=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 66053N,N-DimethylethylenediamineHCID 811292-BromobenzaldehydeHCID 23670685Sodium 4-bromobenzene-1-sulfinate

生成物 1

HCID 21099420HCID 21099420、化合物収率 55%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
110 °C

実験手順

2-Bromobenzaldehyde (1.55 g, 8.4 mmol), sodium 4-bromophenylsulfinate (2.79 g, 10 mmol) and copper(I) trifluoromethanesulfonate benzene complex (500 mg, 1 mmol) were combined in dimethylsulfoxide (10 mL) under nitrogen and degassed. The suspension was heated to 110° C. and N,N-dimethylethylenediamine (176 mg, 2 mmol) was added. The reaction was heated until the colour became clear and pale yellow, then cooled and poured into water. The products were extracted into ethyl acetate. The organic layer was washed with water: brine (1:1, ×5), dried over MgSO4 and evaporated in vacuo. The residue was triturated with isohexane to give 2-[(4-bromophenyl)sulfonyl]benzaldehyde (1.5 g, 55%). δH (400 z, CDCl3): 10.76 (1H, s), 8.14–8.12 (1H; m), 7.98–7.96 (1H, m), 7.76–7.68 (4H, m), 7.64–7.62 (2H, m).

後処理

  1. customdegassed
  2. temperatureThe reaction was heated until the colour
  3. temperaturepale yellow, then cooled
  4. extractionThe products were extracted into ethyl acetate
  5. washThe organic layer was washed with water: brine (1:1, ×5)
  6. dry with materialdried over MgSO4
  7. customevaporated in vacuo
  8. customThe residue was triturated with isohexane

出典と根拠

ORDレコード
ord-b432582e458a4935b34a33efb32fc5d8
出典データセット
uspto-grants-2007_05
特許番号
US07217740B2

反応ノート

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