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

HRID 1675579
ノート
印刷プレビュー

反応式

HRID 1675579 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. The mixture was stirred at room temperature for 30 minutes, and then at 80° C. for 1 hour. Thereafter, ethyl acetate was added to the reaction mixture which had been allowed to cool to near room temperature, and this was filtered through Celite (registered trade mark). To the filtrate were added successively water and dilute hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure, and 6.0 g of 2-propynyl 3,4,5-trifluorobenzoate was obtained.

後処理

  1. waitat 80° C. for 1 hour
  2. temperatureto cool to near room temperature
  3. filtrationthis was filtered through Celite (registered trade mark)
  4. additionTo the filtrate were added successively water and dilute hydrochloric acid
  5. extractionfollowed by extraction with ethyl acetate
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c82e12adee0f42c8b9db5c706bbdb6ef
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08003699B2

反応ノート

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