Water → 3-Iodo-3'-(trifluoromethyl)biphenyl-4-ol

HRID 1619622노트

반응식

HRID 1619622 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[I:18]N1C(=O)CCC1=O.O>C(O)(=O)C>[I:18][C:11]1[CH:10]=[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:16])([F:17])[F:1])[CH:4]=2)[CH:14]=[CH:13][C:12]=1[OH:15]

참가 물질

5

반응물 3

HCID 962WaterHCID 120273N-IodosuccinimideHCID 200995974-(3-Trifluoromethylphenyl)phenol

생성물 1

HCID 580422843-Iodo-3'-(trifluoromethyl)biphenyl-4-ol수율 39.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 3′-(trifluoromethyl)biphenyl-4-ol (Preparation 1, 2.17 g, 9.11 mmol) in acetic acid (20 mL) at 0° C. was added N-iodosuccinimide (2.05 g, 9.11 mmol). The reaction was allowed to warm to room temperature and stirred for 48 hours before the addition of water (20 mL). The reaction mixture was extracted with dichloromethane (2×20 mL) and the combined extracts were washed with saturated aqueous sodium thiosulfate solution, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (2%-20% ethyl acetate in heptane gradient elution) to afford the title compound (1.30 g, 39%).

후처리

  1. extractionThe reaction mixture was extracted with dichloromethane (2×20 mL)
  2. washthe combined extracts were washed with saturated aqueous sodium thiosulfate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (2%-20% ethyl acetate in heptane gradient elution)

출처 및 근거

ORD 기록
ord-e79e6675d1bb47ee9f6ca1128ea2c540
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772293B2

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