Sodium Iodide → HCID 44129571、化合物

HRID 363050ノート

反応式

HRID 363050 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9](O)[C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[I-].[Na+].Cl[Si](Cl)(C)C.C(=O)(O)[O-].[Na+]>C(#N)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 6398DichlorodimethylsilaneHCID 516892Sodium BicarbonateHCID 112419044-[Hydroxy(4-methoxyphenyl)methyl]benzonitrile

生成物 1

HCID 44129571HCID 44129571、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a mixture of 26-2 (0.622 g, 2.6 mmol) and sodium iodide (1.56 g, 10.4 mmol) in acetonitrile (7 ml) at ambient temperature in a 3-necked round bottom flask equipped with a nitrogen inlet and rubber septum was added dichlorodimethylsilane (0.63 ml, 5.2 mmol) via syringe. The resulting mixture was stirred 60 min. Saturated sodium bicarbonate solution (30 ml) was added and the mixture was extracted with ethyl acetate (2×90 ml). The combined organic fractions were washed with 10% sodium thiosulfate solution (30 ml), brine (30 ml), dried (sodium sulfate), and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with ethyl acetate/hexane (1:6 increasing to 1:5), to give product 26-3 as a white solid, mp: 41.5°-43.5° C.

後処理

  1. customequipped with a nitrogen inlet
  2. extractionthe mixture was extracted with ethyl acetate (2×90 ml)
  3. washThe combined organic fractions were washed with 10% sodium thiosulfate solution (30 ml), brine (30 ml)
  4. dry with materialdried (sodium sulfate)
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by flash column chromatography on silica gel
  7. washeluting with ethyl acetate/hexane (1:6 increasing to 1:5)

出典と根拠

ORDレコード
ord-54e0a2e0f3af4db6af11ab0c15614ad0
出典データセット
uspto-grants-1999_02
特許番号
US05872138

反応ノート

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