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4-Bromobenzoyl chloride → 1-(4-Bromophenyl)-2-(3-fluoro-4-methylthiophenyl)ethanone

HRID 396828
ノート
印刷プレビュー

反応式

HRID 396828 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.Br[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[C:15]([F:21])[CH:14]=1>COCCOC.[Zn].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](=[O:7])[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[C:15]([F:21])[CH:14]=2)=[CH:4][CH:3]=1
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 2

HCID 685154-Bromobenzoyl chlorideHCID 223168194-(Bromomethyl)-2-fluoro-1-(methylsulfanyl)benzene

生成物 1

HCID 223166761-(4-Bromophenyl)-2-(3-fluoro-4-methylthiophenyl)ethanone収率 73%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 178418397HCID 178418397、化合物触媒
HCID 8071
1,2-Dimethoxyethane
溶媒
2 回

実験手順

To the mixture of 4-bromobenzoyl chloride (10.81 g, 49.26 mmol), zinc (4,40 g, 67.24 mmol) and tetrakis(triphenylphosphine)palladium(0) (2.99 g, 2.586 mmol) in DME (250 mL) was added dropwise the solution of 4-(bromomethyl)-2-fluoro-1-(methylsulfanyl)benzene (12.16 g, 51.72 mmol) in DME (120 mL) at room temperature. After 2.5 hour, the mixture was filtered through celite, the filtrate was evaporated, diluted with ethyl acetate (300 mL), washed with water (100 mL), brine (100 mL), dried over sodium sulfate, and concentrated in vacuo. The residue was washed with ethyl acetate-isopropylether, to give the subtitle compound (12.16 g, 73% yield) as a solid.

後処理

  1. filtrationthe mixture was filtered through celite
  2. customthe filtrate was evaporated
  3. additiondiluted with ethyl acetate (300 mL)
  4. washwashed with water (100 mL), brine (100 mL)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. washThe residue was washed with ethyl acetate-isopropylether

出典と根拠

ORDレコード
ord-eaba5431c1e243d1aab548f7b379e082
出典データセット
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06608095B2

反応ノート

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