Water → HCID 21099420, 화합물

HRID 1351656

반응식

HRID 1351656 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 21099420HCID 21099420, 화합물수율 55%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
110 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b432582e458a4935b34a33efb32fc5d8
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217740B2

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