Sodium Hydroxide → 1,7,10-Trioxadispiro(2.2.4^(6).2^(3))dodecane

HRID 432601

反応式

HRID 432601 の反応式
[CH2:1]1[O:11][C:4]2([CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]2)[O:3][CH2:2]1.[CH3:12]OS([O-])(=O)=O.C[S+](C)C.[OH-].[Na+]>C(Cl)Cl>[O:10]1[C:7]2([CH2:6][CH2:5][C:4]3([O:3][CH2:2][CH2:1][O:11]3)[CH2:9][CH2:8]2)[CH2:12]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 2760871Trimethylsulfonium methyl sulfate

生成物 1

HCID 120759531,7,10-Trioxadispiro(2.2.4^(6).2^(3))dodecane収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

12.00 g (76.83 mmol, 1.0 equiv.) of 1,4 Cyclohexanedione ethylene ketal was added to 120 ml methylene chloride along with 18.8 g (99.88 mmol, 1.3 equiv.) of trimethyl sulfonium methyl sulfate. 40 ml 50% sodium hydroxide (NaOH) was added last and the reaction was refluxed for 24 hours. The methylene chloride was removed, 200 ml ether was added and the ether layer was washed with water. The organic layer was dried with sodium sulfate and concentrated down, leaving a yellow oil, 1,7,10-trioxa-dispiro[2.2.4.2]dodecane. (12.13 g, 93% yield). No further purification was necessary.

後処理

  1. temperaturethe reaction was refluxed for 24 hours
  2. customThe methylene chloride was removed
  3. addition200 ml ether was added
  4. washthe ether layer was washed with water
  5. dry with materialThe organic layer was dried with sodium sulfate
  6. concentrationconcentrated down

出典と根拠

ORDレコード
ord-74e1ae7b45ae415898970a1391756682
出典データセット
uspto-grants-2003_12
特許番号
US06664258B1

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