Diethyl Ether → HCID 67195875、化合物

HRID 1530172ノート

反応式

HRID 1530172 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5](I)=[CH:4][C:3]=1[F:9].CC1(C)C(C)(C)OB([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][OH:27])=[CH:20][CH:19]=2)O1.CCOCC>O.C1COCC1.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>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][OH:27])=[CH:20][CH:19]=2)=[CH:4][C:3]=1[F:9]

参加物

7

反応物 3

HCID 3283Diethyl EtherHCID 27250061-Bromo-2-fluoro-4-iodobenzeneHCID 586855993-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-1-ol

生成物 1

HCID 67195875HCID 67195875、化合物

試薬・触媒・溶媒 3

HCID 178418476HCID 178418476、化合物触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

18 g (65 mmol) of sodium metaborate octahydrate and 2.8 g (3.9 mmol) of bis(triphenylphosphine)palladium(II) chloride are initially introduced in 200 ml of water and 100 ml of THF, 1-bromo-2-fluoro-4-iodobenzene are added, and a solution of 21.5 g (0.082 mol) of 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-1-ol in 100 ml THF is subsequently added dropwise. The batch is heated under reflux overnight, taken up in MTB ether and washed three times with water. The org. phase is dried over sodium sulfate, and the solvent is removed in vacuo. Chromatography of the crude product on silica gel with toluene/ethyl acetate (7:1) gives 3-(4′-bromo-3′-fluorobiphenyl-4-yl)propan-1-ol as a colourless oil.

後処理

  1. temperatureThe batch is heated
  2. temperatureunder reflux overnight
  3. washwashed three times with water
  4. dry with materialphase is dried over sodium sulfate
  5. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-effd202c224940a2a5451be7e505ed88
出典データセット
uspto-grants-2015_07
特許番号
US09090822B2

反応ノート

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