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

HRID 432601

반응식

HRID 432601 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-74e1ae7b45ae415898970a1391756682
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664258B1

연결된 노트

불러오는 중…