Pyridine → 2,4-Pentanediol, dibenzoate

HRID 132709

反応式

HRID 132709 の反応式
[CH3:1][CH:2]([OH:7])[CH2:3][CH:4]([OH:6])[CH3:5].N1C=C[CH:11]=[CH:10][CH:9]=1.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[O:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1>>[C:14]([O:6][CH:4]([CH2:3][CH:2]([O:7][C:27](=[O:23])[C:26]1[CH:11]=[CH:10][CH:9]=[CH:24][CH:25]=1)[CH3:1])[CH3:5])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 122622,4-Pentanediol

生成物 1

HCID 122658152,4-Pentanediol, dibenzoate収率 95%

実験手順

To 3.1 g (0.03 mol) 2,4-pentanediol were added 30 ml tetrahydrofuran and 7.1 g (0.09 mol) pyridine, then added 10.5 g (0.075 mol) benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate, filtered. After removing solvent, the crude was purified by column chromatography to give 8.9 g 2,4-pentanediol dibenzoate as a colorless liquid, the yield was 95%.

後処理

  1. temperatureThe reaction was heated
  2. temperaturerefluxing for 4 hours
  3. temperaturecooled
  4. additionadded 20 ml saturated saline
  5. extractionThe reaction mixture was extracted with ethyl acetate
  6. dry with materialthe extract was dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customAfter removing solvent
  9. customthe crude was purified by column chromatography

出典と根拠

ORDレコード
ord-609a346c765a4625b438a18e689450bc
出典データセット
uspto-grants-2008_06
特許番号
US07388061B2

関連ノート

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