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Methyltriphenylphosphonium iodide → 1,3-Dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene

HRID 1500198
ノート
印刷プレビュー

反応式

HRID 1500198 の反応式
[I-].[CH3:2][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC(C)([O-])C.[K+].[Cl:28][C:29]1[C:30]([F:43])=[C:31]([C:37](=O)[C:38]([F:41])([F:40])[F:39])[CH:32]=[C:33]([Cl:36])[C:34]=1[F:35]>O1CCCC1.CCCCC.O>[Cl:36][C:33]1[CH:32]=[C:31]([C:37]([C:38]([F:41])([F:40])[F:39])=[CH2:2])[C:30]([F:43])=[C:29]([Cl:28])[C:34]=1[F:35]
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 3

HCID 638159Methyltriphenylphosphonium iodideHCID 23665647Potassium tert-butoxideHCID 871586251-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone

生成物 1

HCID 866850801,3-Dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene収率 70.1%

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 8003
Pentane
溶媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To the suspension of methyl triphenylphosphonium iodide (1.92 g) in tetrahydrofuran (12 ml) was added potassium tert-butoxide (0.53 g) slowly at argon atmosphere below 0° C. on ice/water bath. The reaction mixture turned to yellow and was stirred for 0.5 h. To the mixture was added a solution of 1-(3,5-dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone (1.15 g) in tetrahydrofuran (3 ml) dropwise on ice/water bath. After addition, the reaction mixture was warmed to room temperature and stirred over night. The reaction mixture was diluted with pentane and water. The organic phase was separated and washed with water and dried over MgSO4. The crude residue was purified on silica-gel column chromatography (eluent: n-hexane) to give 1,3-dichloro-2,4-difluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (0.80 g).

後処理

  1. additionAfter addition
  2. stirringstirred over night
  3. customThe organic phase was separated
  4. washwashed with water
  5. dry with materialdried over MgSO4
  6. customThe crude residue was purified on silica-gel column chromatography (eluent: n-hexane)

出典と根拠

ORDレコード
ord-5d73e2f8892943f4b0ca6701c131977c
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09206122B2

反応ノート

読み込み中…

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