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Water → 2-(4-tert-Butylphenyl)-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

HRID 896836
ノート
印刷プレビュー

反応式

HRID 896836 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8](B(O)O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[F:14][C:15]([F:38])([F:37])[CH2:16][CH2:17][CH2:18][S:19]([O:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25](OS(C(F)(F)F)(=O)=O)[CH:24]=1)(=[O:21])=[O:20].C(=O)([O-])[O-].[Na+].[Na+].O>O1CCOCC1.C1([Pd-4](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[F:38][C:15]([F:14])([F:37])[CH2:16][CH2:17][CH2:18][S:19]([O:22][C:23]1[CH:24]=[CH:25][N:26]=[C:27]([C:8]2[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=2)[CH:28]=1)(=[O:21])=[O:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 27343204-tert-Butylphenylboronic acidHCID 208165222-Trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

生成物 1

HCID 208164882-(4-tert-Butylphenyl)-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

試薬・触媒・溶媒 2

HCID 178420550
HCID 178420550、化合物
触媒
HCID 312751,4-Dioxane溶媒

実験手順

42.2 mg (0.24 mmol) of 4-tert-butylbenzeneboronic acid, 90 mg (0.22 mmol) of 2-trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate (Example 40A), 12.5 mg (0.01 mmol) of tetrakisphenylpalladium(0) and 68.6 mg (0.65 mmol) of sodium carbonate are heated in 5 ml of dioxane at 80° C. under argon for 2 hours. The reaction mixture is cooled, mixed with 0.5 ml of water and filtered through a cartridge packed with 3 g of Extrelut NT3 (Merck) and thoroughly washed with dichloromethane, and the solvent is distilled off under reduced pressure. The residue is purified by preparative HPLC and chromatography on silica gel (toluene).

後処理

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered through a cartridge
  3. washthoroughly washed with dichloromethane
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe residue is purified by preparative HPLC and chromatography on silica gel (toluene)

出典と根拠

ORDレコード
ord-a4ee7a007203496c91001fd7543136de
出典データセット
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06919470B2

反応ノート

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