Dimethylformamide → 2-(2,5-Difluorophenylthio)-5-methoxy-benzaldehyde

HRID 1388537노트

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HRID 1388537 반응식
Br[C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].[F:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[SH:20].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>[Cu].O>[F:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[S:20][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 3444802-Bromo-5-methoxybenzaldehydeHCID 38363232,5-Difluorobenzene-1-thiol

생성물 1

HCID 128159522-(2,5-Difluorophenylthio)-5-methoxy-benzaldehyde수율 52%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 962Water용매

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온도
150 °C

실험 절차

A mixture of 19.7 g of 2-bromo-5-methoxybenzaldehyde (of Example 9, reference above), 14.1 g of 2,5-difluorothiophenol (of Example 11, reference above), 14.0 g of potassium carbonate, 75 ml dimethylformamide and 2.1 g of copper catalyst is stirred and heated to 150° C. for 6 hours. It is then diluted with 150 ml of water and extracted with benzene. The extract is washed with water, dried with magnesium sulfate and evaporated. The residue is processed by distillation. There are obtained 13.3 g (52%) of 2-(2,5-difluorophenylthio)-5-methoxy-benzaldehyde boiling at 163°-165° C./40 Pa. The product is crystallized from cyclohexane and melts in a pure state at 67°-68° C.

후처리

  1. extractionextracted with benzene
  2. washThe extract is washed with water
  3. dry with materialdried with magnesium sulfate
  4. customevaporated
  5. distillationThe residue is processed by distillation

출처 및 근거

ORD 기록
ord-0f3fefc692ba4cd192befc23e910e4a9
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431808

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