Water → 2-Allyloxy-2',6'-dichloro-5-fluorobiphenyl

HRID 902321ノート

反応式

HRID 902321 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:10]([OH:16])=[CH:11][CH:12]=[C:13]([F:15])[CH:14]=1.[CH2:17](Br)[CH:18]=[CH2:19].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH2:19]([O:16][C:10]1[CH:11]=[CH:12][C:13]([F:15])=[CH:14][C:9]=1[C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8])[CH:18]=[CH2:17]

参加物

6

反応物 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 691179112',6'-Dichloro-5-fluorobiphenyl-2-ol

生成物 1

HCID 691175262-Allyloxy-2',6'-dichloro-5-fluorobiphenyl収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2′,6′-dichloro-5-fluorobiphenyl-2-ol (11.63 g, 45 mmol) in DMF (150 mL) was added allyl bromide (5.8 mL, 67.5 mmol) and potassium carbonate (18.6 g, 135 mmol) at room temperature. The resulting mixture was stirred at room temperature overnight and poured into water. The mixture was extracted with methylene chloride and washed with water. The solvent was removed under vacuum. Chromatography with 0–30% ethyl acetate in hexanes afforded 12.7 g (94%) of 2-allyloxy-2′,6′-dichloro-5-fluorobiphenyl as a light yellow oil. MS (EI) m/z 296 (M+).

後処理

  1. extractionThe mixture was extracted with methylene chloride
  2. washwashed with water
  3. customThe solvent was removed under vacuum

出典と根拠

ORDレコード
ord-3de75cc78a1440c1820744a854ff5763
出典データセット
uspto-grants-2008_04
特許番号
US07365095B2

反応ノート

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