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

HRID 902321노트

반응식

HRID 902321 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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+).

후처리

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

출처 및 근거

ORD 기록
ord-3de75cc78a1440c1820744a854ff5763
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365095B2

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