Iodine → Tris(4-chlorophenyl)phosphine

HRID 1028915

반응식

HRID 1028915 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([P:8](=O)([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.II.C(P(CCCC)CCCC)CCC>C(#N)C.C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([P:8]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 807IodineHCID 13831TributylphosphineHCID 94943Tris(4-chlorophenyl)phosphine oxide

생성물 1

HCID 70874Tris(4-chlorophenyl)phosphine수율 99.2%

시약·촉매·용매 1

HCID 22177404Acetonitrile tetrahydrofuran용매

실험 절차

100 mg (0.262 mmol) of tris(4-chlorophenyl)phosphineoxide were treated with 6 mg I2 (26 μmol) and tributylphosphine 130 μL (0.52 mmol) in acetonitrile/THF (1:1 v/v) 1 mL. The mixture was stirred at room temperature for 10 minutes under nitrogen atmosphere before it was quenched with H2O (100 μL). The reaction mixture was diluted with ethyl acetate (10 mL) and was washed with portions of sat. NaHCO3 (3×5 mL). The organic fraction was dried with Na2SO4, filtered and the solvent evaporated under vacuum. The resulting residue was recrystallized from methanol (2 mL), the resulting crystals were filtered, washed and dried in vacuum, giving 95 mg (0.260 mmol, 99%) of tris(4-chlorophenyl)phosphine.

후처리

  1. customwas quenched with H2O (100 μL)
  2. additionThe reaction mixture was diluted with ethyl acetate (10 mL)
  3. washwas washed with portions of sat. NaHCO3 (3×5 mL)
  4. dry with materialThe organic fraction was dried with Na2SO4
  5. filtrationfiltered
  6. customthe solvent evaporated under vacuum
  7. customThe resulting residue was recrystallized from methanol (2 mL)
  8. filtrationthe resulting crystals were filtered
  9. washwashed
  10. customdried in vacuum

출처 및 근거

ORD 기록
ord-bfbad7c7a6894fe98ac24061f774a032
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735629B2

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