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Dimethylformamide → 2-Propynyl 3,4,5-trifluorobenzoate

HRID 2236377
ノート
印刷プレビュー

反応式

HRID 2236377 の反応式
CN(C=O)C.[F:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([F:17])[C:15]=1[F:16])[C:10]([OH:12])=[O:11].[CH2:18](Br)[C:19]#[CH:20].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[F:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([F:17])[C:15]=1[F:16])[C:10]([O:12][CH2:20][C:19]#[CH:18])=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 8531543,4,5-Trifluorobenzoic acid

生成物 1

HCID 593017632-Propynyl 3,4,5-trifluorobenzoate収率 98.7%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To 50 ml of DMF were added 5.0 g of 3,4,5-trifluorobenzoic acid, 4.0 g of propargyl bromide and 4.7 g of potassium carbonate, and the mixture obtained was stirred at room temperature for 30 minutes and then heated with stirring at 80° C. for 1 hour. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. Water and dilute hydrochloric acid were added to the filtrate in order and it was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 6.0 g of 2-propynyl 3,4,5-trifluorobenzoate represented by the formula:

後処理

  1. customthe mixture obtained
  2. temperatureheated
  3. stirringwith stirring at 80° C. for 1 hour
  4. filtrationthe mixture was filtered through Celite
  5. additionWater and dilute hydrochloric acid were added to the filtrate in order and it
  6. extractionwas extracted with ethyl acetate
  7. dry with materialThe organic layer was dried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-242fa91751574bceab4fc40f7aff901d
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07714168B2

反応ノート

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