Water → HCID 60026890, 화합물

HRID 400626노트

반응식

HRID 400626 반응식
[F:1][C:2]([CH:4]([OH:16])[CH2:5][C:6]([C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)([CH3:8])[CH3:7])=[CH2:3].[CH2:17]([Zn]CC)C.ICI.O>C(OCC)(=O)C>[F:1][C:2]1([CH:4]([OH:16])[CH2:5][C:6]([C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)([CH3:8])[CH3:7])[CH2:17][CH2:3]1

참가 물질

6

반응물 4

HCID 962WaterHCID 6346DiiodomethaneHCID 600266962-Fluoro-5-(4-fluorophenyl)-5-methylhex-1-en-3-olHCID 178418750HCID 178418750, 화합물

생성물 1

HCID 60026890HCID 60026890, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To the above crude 2-fluoro-5-(4-fluorophenyl)-5-methylhex-1-en-3-ol (1.73 g, 7.65 mmol) stirred under nitrogen gas and cooled on ice, was added diethyl zinc (1.1 M in toluene, 8.0 mL). After 5 minutes, 1.0 mL of diiodomethane was added dropwise over 20 minutes and the mixture was stirred and allowed to come to room temperature and then stirred at room temperature for 4 days. 0.5 mL of water was then added to the reaction mixture, followed by ethyl acetate. The resulting mixture was then filtered through diatomaceous earth and the solvent was removed in vacuo and the residue was fractionated over silica gel (hexanes-dichloromethane (1:1) to dichloromethane gradient) to give 1-(1-fluorocyclopropyl)-3-(4-fluorophenyl)-3-methylbutan-1-ol as an oil.

후처리

  1. temperaturecooled on ice
  2. customto come to room temperature
  3. stirringstirred at room temperature for 4 days
  4. filtrationThe resulting mixture was then filtered through diatomaceous earth
  5. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-1535e171f5ec4c55aa832806c599c3d4
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741897B2

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