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Toluene → HCID 67453941、化合物

HRID 2276780
ノート
印刷プレビュー

反応式

HRID 2276780 の反応式
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:9][C:10]1([F:16])[CH2:13][CH:12]([C:14]#[N:15])[CH2:11]1.C1(C)C=CC=CC=1.C[Si](C)(C)[N-][Si](C)(C)C.[Na+]>CCOC(C)=O.O>[Cl:8][C:7]1[C:2]([C:12]2([C:14]#[N:15])[CH2:13][C:10]([F:16])([F:9])[CH2:11]2)=[N:3][CH:4]=[CH:5][CH:6]=1
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 1140TolueneHCID 169882,3-DichloropyridineHCID 2724254Sodium bis(trimethylsilyl)amideHCID 130823913,3-Difluorocyclobutane-1-carbonitrile

生成物 1

HCID 67453941HCID 67453941、化合物収率 82.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To a 100 mL round bottom flask was added 2,3-dichloropyridine (2.9 g, 20 mmol), 3,3-difluorocyclobutanecarbonitrile (2.1 g, 18 mmol), and toluene (50 mL). The mixture was cooled to ° C. and sodium hexamethyldisilazide (NaHMDS, 2.0 M in THF, 11 mL, 22 mmol) was added. The reaction mixture was warmed to rt and stirred for 2 h. The mixture was then diluted with EtOAc (20 mL) and water (20 mL). The aqueous layer was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, and concentrated to provide the desired product (3.4 g) as a colorless oil.

後処理

  1. temperatureThe mixture was cooled
  2. extractionThe aqueous layer was extracted with EtOAc
  3. washthe combined organic phases were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-5c695bf676544a5180d487d71bd2ef39
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133123B2

反応ノート

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