Vinyl Acetate → Vinyl 4-(pyren-1-yl)butanoate

HRID 2194326

反応式

HRID 2194326 の反応式
[C:1]1([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.[C:23](OC=C)(=O)[CH3:24]>C1(C)C=CC=CC=1>[C:1]1([CH2:17][CH2:18][CH2:19][C:20]([O:22][CH:23]=[CH2:24])=[O:21])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 7904Vinyl Acetate2 回HCID 769771-Pyrenebutanoic acid

生成物 1

HCID 86648107Vinyl 4-(pyren-1-yl)butanoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

To a 500 mL, two neck flask equipped with a stir bar, argon inlet, and stopper is added 4-(1-Pyrenyl)butyric acid (10.0 grams, 34.7 mmol, obtained from Sigma-Aldrich, Milwaukee, Wis.), palladium acetate 1,10-phenanthroline complex (403 milligrams, 1 mmol) and vinyl acetate (128 milliliters, 1.39 mol, obtained from Sigma-Aldrich, Milwaukee, Wis.). Next, toluene (200 milliliters) is added, the solution is purged with argon and stirred magnetically at 60° C. for 62 hours. The excess vinyl acetate, along with acetic acid (co-product) is removed, an additional vinyl acetate (32 mL, 0.35 mol) is added, and the reaction is continued for 48 hours at 60° C. under argon to complete the reaction. The excess vinyl ester is removed, and the crude product is filtered to remove suspended catalyst residue, and the toluene is removed in vacuo to famish vinyl 4-(pyren-1-yl)butanoate.

後処理

  1. customTo a 500 mL, two neck flask equipped with a stir bar, argon inlet
  2. customthe solution is purged with argon
  3. customThe excess vinyl acetate, along with acetic acid (co-product) is removed
  4. waitthe reaction is continued for 48 hours at 60° C. under argon
  5. customthe reaction
  6. customThe excess vinyl ester is removed
  7. filtrationthe crude product is filtered
  8. customto remove
  9. customthe toluene is removed in vacuo to famish vinyl 4-(pyren-1-yl)butanoate

出典と根拠

ORDレコード
ord-83c7edf7d9ca4a1985a106b167cd6f67
出典データセット
uspto-grants-2012_12
特許番号
US08334026B2

関連ノート

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