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

HRID 1770118

반응식

HRID 1770118 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:4][CH2:3]1.[CH2:12](O)[CH2:13][OH:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[O:14]1[C:2]2([CH2:7][CH2:6][CH:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:4][CH2:3]2)[O:1][CH2:12][CH2:13]1

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 226643Methyl 4-oxocyclohexanecarboxylate

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a solution of 8 g (0.51 mole) of methyl 4-oxocyclohexane-1-carboxylate in 50 ml of dry benzene is added 4 g (0.064 mole) of ethylene glycol and 0.10 g of p-toluenesulfonic acid and this mixture is refluxed overnight with a Dean-Stark apparatus. The cooled reaction is allowed to stand and the bottom layer (ethylene glycol) separated and the remaining benzene layer washed with aqueous sodium bicarbonate, dried over MgSO4, and stripped to dryness, giving methyl 1,4-dioxaspiro[4,5]decane-8-carboxylate as a clear liquid residue. This material is used without further purification in the next step.

후처리

  1. temperaturethis mixture is refluxed overnight with a Dean-Stark apparatus
  2. customThe cooled reaction
  3. customthe bottom layer (ethylene glycol) separated
  4. washthe remaining benzene layer washed with aqueous sodium bicarbonate
  5. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-02882bd1f8074dc698cb04586b0b5eb5
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05385912

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