Pyridine → 4-Hydroxycyclohexyl benzoate

HRID 1674285

反応式

HRID 1674285 の反応式
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]1(O)([OH:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.N1C=CC=CC=1.[O:24]1CCCC1>>[C:1]([O:8][CH:13]1[CH2:14][CH2:15][CH:10]([OH:16])[CH2:11][CH2:12]1)(=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 8028TetrahydrofuranHCID 19352763Cyclohexane-1,1-diol

生成物 1

HCID 2381094-Hydroxycyclohexyl benzoate収率 86%

実験手順

A mixture of benzoyl chloride (50 mL), cyclohexanediol (150 g), pyridine (105 mL) and tetrahydrofuran (1300 mL) was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the residue was diluted with ethyl acetate, successively washed with saturated aqueous sodium hydrogen carbonate, water, and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless oil (81.5 g, 86%).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washsuccessively washed with saturated aqueous sodium hydrogen carbonate, water, and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-7d84c7f2f92f4b64b989d2a9687fc980
出典データセット
uspto-grants-2011_08
特許番号
US07998968B2

関連ノート

読み込み中…