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Potassium Carbonate → HCID 86685056、化合物

HRID 532167
ノート
印刷プレビュー

反応式

HRID 532167 の反応式
[Cl:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.Br[C:13]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[CH2:14].C([O-])([O-])=O.[K+].[K+]>C1COCC1.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[CH2:14])[CH:5]=[C:6]([Cl:8])[CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 27343313,5-Dichlorophenylboronic acidHCID 27734042-Bromo-3,3,4,4,4-pentafluorobut-1-ene

生成物 1

HCID 86685056HCID 86685056、化合物収率 66.2%

試薬・触媒・溶媒 3

HCID 178418476HCID 178418476、化合物触媒HCID 962
Water
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

A mixture of 3,5-dichlorophenylboronic acid (793 mg, 4.15 mmol), 2-bromo-3,3,4,4,4-pentafluorobut-1-ene (1.0 g, 4.57 mmol), K2CO3 (1.14 g, 8.3 mmol) and Pd(PPh3)2Cl2 (58 mg, 0.08 mmol) in THF (4 mL) and H2O (2 mL) was heated at 80° C. in a sealed tube for 4 h. The mixture was cooled to rt and partitioned between EA (50 mL) and H2O (50 mL). The aqueous layer was extracted with EA (50 mL) and the combined organic layers were dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel to give the crude desired product (800 mg; 66% yield) as colorless oil.

後処理

  1. temperatureThe mixture was cooled to rt
  2. custompartitioned between EA (50 mL) and H2O (50 mL)
  3. extractionThe aqueous layer was extracted with EA (50 mL)
  4. dry with materialthe combined organic layers were dried over Na2SO4
  5. customThe solvent was removed under reduced pressure
  6. customthe crude product was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-5990df566bbd464fbca3215f7788af4e
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08853186B2

反応ノート

読み込み中…

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