Dimethyl Sulfide → HCID 21476898, 화합물

HRID 2293581노트

반응식

HRID 2293581 반응식
[CH2:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[CH:14]=C)[C:7]([O:9][CH3:10])=[O:8])[CH2:2][CH3:3].[O:16]=[O+][O-].CSC>CO.C(Cl)Cl>[CH:14]([C:13]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[CH2:1][CH2:2][CH3:3])=[O:16]

참가 물질

6

반응물 3

HCID 1068Dimethyl SulfideHCID 24823Ozone3회HCID 21476907HCID 21476907, 화합물

생성물 1

HCID 21476898HCID 21476898, 화합물수율 59%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

To a magnetically stirred solution of 2.796 g (14.0 mmol) of the product of Step B dissolved in a mixture of 15 mL methanol and 5 mL methylene chloride was introduced a slow stream of ozone at -78° C. After 15 minutes a persistent blue color of excess ozone was observed and the flow of ozone was stopped. Excess methylsulfide (2 mL) was added via syringe, the reaction mixture was allowed to warm to room temperature, and stirring was continued for 12 hours. The reaction mixture was then concentrated on a rotary evaporator and then purified on a silica gel flash chromatography column eluted with 5% EtOAc-hexane. Evaporation of the purified fractions and drying in vacuo afforded 1.677 g (59%) of the title compound as a clear oil.

후처리

  1. concentrationThe reaction mixture was then concentrated on a rotary evaporator
  2. custompurified on a silica gel flash chromatography column
  3. washeluted with 5% EtOAc-hexane
  4. customEvaporation of the purified fractions
  5. customdrying in vacuo

출처 및 근거

ORD 기록
ord-84124b06bf244c98a82125e7aaa1eae5
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05686478

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