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p-Toluenesulfonic acid → 4'-Bromo-2'-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1'-biphenyl

HRID 718493
ノート
印刷プレビュー

反応式

HRID 718493 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH2:9]2)=[C:4]([F:18])[CH:3]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH:9]=2)=[C:4]([F:18])[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

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 680105851-(4-Bromo-2-fluorophenyl)-4-propylcyclohexanol

生成物 1

HCID 680105864'-Bromo-2'-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1'-biphenyl収率 99%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A Dean-Stark condenser was attached, and a mixture of compound (68) (42.0 g, 133.2 mmol) and PTSA (0.42 g, 1 wt %) was refluxed in a toluene (300 mL) solvent for 3 hours. The reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine, and dried over magnesium sulfate. Toluene was distilled off by an evaporator, and thus 4′-bromo-2′-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1′-biphenyl (69) (39.2 g, yield 99.0%) was obtained.

後処理

  1. washThe reaction mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate, water and saturated brine
  2. dry with materialdried over magnesium sulfate
  3. distillationToluene was distilled off by an evaporator

出典と根拠

ORDレコード
ord-b9d561a24da7400a9531e73e968ba076
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09193908B2

反応ノート

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