Iodobenzene → HCID 86720787、化合物

HRID 1776075ノート

反応式

HRID 1776075 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=1[CH3:17].I[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.P(C(C)(C)C)(C(C)(C)C)C(C)(C)C.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:17][C:11]1[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]=1[N:9]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:3]1[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[CH3:1]

参加物

7

反応物 4

HCID 11575IodobenzeneHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 21989085Bis(2,4-dimethylphenyl)amine2 回HCID 23676156Sodium t-butoxide

生成物 1

HCID 86720787HCID 86720787、化合物収率 98.6%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 1140Toluene溶媒

反応条件

温度
120 °C

実験手順

A mixture of bis(2,4-dimethylphenyl)amine (Compound 14) (9.4 g, 41.8 mmol), iodobenzene (17.14 g, 84 mmol), Pd(OAc)2 (0.47 g, 2.1 mmol), P(t-Bu)3 (0.848 g, 4.2 mmol), sodium tert-butoxide (7.68 g, 80 mmol) in toluene (120 mL) was degassed and heated at 120° C. for 16 hours. The resulting mixture was poured into ethyl acetate (250 mL), washed with brine, dried over Na2SO4, loaded on silicagel and purified by flash column using eluent of hexanes. After removal of solvent, an oil (Compound 15) was obtained (12.4 g, in 98.6% yield).

後処理

  1. customwas degassed
  2. additionThe resulting mixture was poured into ethyl acetate (250 mL)
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. custompurified by flash column
  6. customAfter removal of solvent

出典と根拠

ORDレコード
ord-36b08ece49f54023898e319f0f78bc8d
出典データセット
uspto-grants-2016_02
特許番号
US09263681B2

反応ノート

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