Triethylamine → HCID 22628483、化合物

HRID 278477

反応式

HRID 278477 の反応式
P(CCCC)(CCCC)CCCC.CCN(CC)CC.[CH2:21]([OH:26])[CH:22]([OH:25])[CH:23]=[CH2:24].I[C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=1>CN(C=O)C.O>[OH:26][CH2:21][C:22](=[O:25])[CH2:23][CH2:24][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 103383-Butene-1,2-diolHCID 122074-IodotolueneHCID 13831Tributylphosphine

生成物 1

HCID 22628483HCID 22628483、化合物収率 73.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a stirred solution of Pd (OAc)2 (40 mg, 0.18 mmol), nBu3P (71 mg, 0.35 mmol), and Et3N (232 mg, 2.29 mmol) in DMF (5 ml) was added 3-butene-1,2-diol (155 mg, 1.76 mmol) followed by 4-iodotoluene (500 mg, 2.29 mmol), and the reaction mixture was stirred at 100° C. for 1.5 h. The reaction mixture was poured into water (50 ml) and extracted with ethyl acetate. The organic layer was washed with brine, dried (magnesium sulfate) and evaporated in vacuo. The residue was purified by silica gel (10 g) column chromatography eluting with toluene/ethyl acetate (50:1) to give 1-hydroxy-4-(p-tolyl)butan-2-one (230 mg, 73.4%) as a pale yellow solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried (magnesium sulfate)
  4. customevaporated in vacuo
  5. customThe residue was purified by silica gel (10 g) column chromatography
  6. washeluting with toluene/ethyl acetate (50:1)

出典と根拠

ORDレコード
ord-5ddef9eff4e543c39820720f77525efe
出典データセット
uspto-grants-2002_03
特許番号
US06359145B1

関連ノート

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