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

HRID 1388537ノート

反応式

HRID 1388537 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0f3fefc692ba4cd192befc23e910e4a9
出典データセット
uspto-grants-1984_02
特許番号
US04431808

反応ノート

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