Dimethyl Sulfide → HCID 21476898、化合物

HRID 2293581ノート

反応式

HRID 2293581 の反応式
[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]

参加物

6

反応物 3

HCID 1068Dimethyl SulfideHCID 24823Ozone3 回HCID 21476907HCID 21476907、化合物

生成物 1

HCID 21476898HCID 21476898、化合物収率 59%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-84124b06bf244c98a82125e7aaa1eae5
出典データセット
uspto-grants-1997_11
特許番号
US05686478

反応ノート

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