Iodine → 1-(Benzyloxy)-2-iodo-4-(trifluoromethyl)benzene

HRID 269551ノート

反応式

HRID 269551 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[B-](F)(F)F.F[B-](F)(F)F.ClC[N+]12CC[N+](F)(CC1)CC2.[I:40]I>C(#N)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:11][C:10]=1[I:40])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 807IodineHCID 2724933SelectfluorHCID 27981684-Benzyloxybenzotrifluoride

生成物 1

HCID 211129271-(Benzyloxy)-2-iodo-4-(trifluoromethyl)benzene収率 158.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 4(benzyloxy)benzotrifluoride (12.71 g, 50.4 mmol) in acetonitrile (300 ml) was stirred under nitrogen and 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (17.75 g, 50.4 mmol) and iodine (6.4 g, 25.2 mmol) added. The mixture was stirred at room temperature for 88 h. The solvent was evaporated and the residue partitioned between ethyl acetate (400 ml) and water (400 ml). The organic layer was washed with water, dried (MgSO4) and evaporated to an orange oil which was purified by flash chromatography (silica gel, 5% ethyl acetate:isohexane) to give the title compound as an orange oil (15.07 g, 79%)

後処理

  1. customThe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate (400 ml) and water (400 ml)
  3. washThe organic layer was washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated to an orange oil which
  6. customwas purified by flash chromatography (silica gel, 5% ethyl acetate:isohexane)

出典と根拠

ORDレコード
ord-036952fdfd3e46c183faa23186a493cf
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

反応ノート

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