Benzene → Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

HRID 1606420

反応式

HRID 1606420 の反応式
[C:1]([CH:5]1[CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2].[CH:12]1[CH:17]=CC=CC=1.C1(C)C=CC(S(O)(=O)=[O:25])=CC=1>C(O)CO>[CH2:17]1[O:25][C:8]2([CH2:9][CH2:10][CH:5]([C:1]([O:3][CH3:4])=[O:2])[CH2:6][CH2:7]2)[O:11][CH2:12]1

参加物

5

反応物 3

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 226643Methyl 4-oxocyclohexanecarboxylate

生成物 1

HCID 10845708Methyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

A mixture of 189.7 g. of 4-carbomethoxy-1-cyclohexanone [3] (obtained as in Example 2B) in 2000 ml. of benzene, 67.5 ml. of ethylene glycol and 2.7 g. of p-toluenesulfonic acid is heated at reflux under a Dean-Stark trap for about 5 hours. After cooling, the solution is washed with saturated aqueous sodium bicarbonate and brine. The oily residue remaining when the organic solvent is evaporated to dryness and is distilled under vacuum to give 231.8 g. of 4-carbomethoxy-1-cyclohexanone ethylene ketal[4] having a boiling point of 95° to 100° C. at 0.30 mm. of Hg.

後処理

  1. additionA mixture of 189.7 g
  2. temperatureat reflux under a Dean-Stark trap for about 5 hours
  3. temperatureAfter cooling
  4. washthe solution is washed with saturated aqueous sodium bicarbonate and brine
  5. customis evaporated to dryness
  6. distillationis distilled under vacuum
  7. customto give 231.8 g

出典と根拠

ORDレコード
ord-bc727e796e42464d8a74f9326d6e4c73
出典データセット
uspto-grants-1976_04
特許番号
US03953425

関連ノート

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