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

HRID 1770118

反応式

HRID 1770118 の反応式
[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

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 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 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-02882bd1f8074dc698cb04586b0b5eb5
出典データセット
uspto-grants-1995_01
特許番号
US05385912

関連ノート

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