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

HRID 1767205ノート

反応式

HRID 1767205 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-6149c89b2df84eb287255d0ce3ce4a24
出典データセット
uspto-grants-2007_06
特許番号
US07232821B2

反応ノート

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