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

HRID 1606420

반응식

HRID 1606420 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bc727e796e42464d8a74f9326d6e4c73
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03953425

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