Dimethyl Sulfide → (1-Ethoxyethoxy)acetaldehyde

HRID 653027

반응식

HRID 653027 반응식
[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH:8]=C)[CH3:5])[CH3:2].[O:10]=[O+][O-].CSC.C([O-])([O-])=O.[K+].[K+]>O.CCOCC.CO>[CH2:1]([O:3][CH:4]([O:6][CH2:7][CH:8]=[O:10])[CH3:5])[CH3:2]

참가 물질

8

반응물 4

HCID 1068Dimethyl SulfideHCID 11430Potassium CarbonateHCID 24823OzoneHCID 127395961-Allyloxyethoxyethane

생성물 1

HCID 13876797(1-Ethoxyethoxy)acetaldehyde

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

3-[1-(Ethoxy)ethoxy]-1-propene (40 g., 0.0307 mol) was stirred in 100 ml. methanol at -78° for 5.5 hours as O3 was through the solution. The resulting pale blue solution was purged with H2, dimethyl sulfide (34 ml., 43.4 g., 0.68 mol) was added, and the mixture warmed to room temperature over 45 minutes. K2CO3 (0.2 g.) was added, the reaction mixture stripped of solvent, and the residue diluted with 1:1 water:ether. The aqueous layer was separated, diluted with brine and extracted with fresh ether. The organic layers were combined, dried and stripped to yield title product as an oil, 15.25 g., 1H-nmr: 1.24 (t, 3H), 1.37 (d, 3H), 3.50 (s, 2H), 3.61 (m, 2H), 4.81 (m, 1H), 9.87 (s, 1H).

후처리

  1. additionwas added
  2. customThe aqueous layer was separated
  3. additiondiluted with brine
  4. extractionextracted with fresh ether
  5. customdried

출처 및 근거

ORD 기록
ord-c249cfdbbefb47f2badd036c92fbc83a
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04675186

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