Dimethyl Sulfide → (1-Ethoxyethoxy)acetaldehyde

HRID 34728

反応式

HRID 34728 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

HCID 13876797(1-Ethoxyethoxy)acetaldehyde

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

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 the 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).

後処理

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

出典と根拠

ORDレコード
ord-4e654396608144d388e441b765cdac51
出典データセット
uspto-grants-1988_08
特許番号
US04762921

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