Sodium → 3-[(2-Nitroethyl)sulfanyl]cyclohept-1-ene

HRID 903626

反応式

HRID 903626 の反応式
[Na].[C:2]([S:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]1)(=O)[CH3:3].[N+:13](CCOC(=O)C)([O-:15])=[O:14]>C(O)C>[N+:13]([CH2:3][CH2:2][S:5][CH:6]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]1)([O-:15])=[O:14]

参加物

5

反応物 3

HCID 5360545SodiumHCID 118153992-nitroethyl AcetateHCID 126209593-Acetylmercaptocycloheptene

生成物 1

HCID 126210093-[(2-Nitroethyl)sulfanyl]cyclohept-1-ene収率 99.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To 40 ml of absolute ethanol was added 1.38 g (0.060 gram atom) metallic sodium. When the reaction was completed, 10.2 g (0.060 mole) of 3-acetylmercaptocycloheptene in 20 ml of absolute ethanol was added and the reaction mixture was brought up to reflux for 15 minutes. The solution was then cooled to 0° and 7.98 g (0.060 mole) of 1-nitro-2-acetoxyethane in 20 ml absolute ethanol was added. The reaction was allowed to proceed for 3.0 hours at 0° and then was partitioned between 1 N HCl and methylene chloride. The aqueous phase was further extracted with methylene chloride. The organic phases were pooled, dried over sodium sulfate, and evaporated to afford 12 g (99%) of pure 3-[2-nitroethylthio]cycloheptene as a colorless oil.

後処理

  1. temperatureto reflux for 15 minutes
  2. temperatureThe solution was then cooled to 0°
  3. customwas partitioned between 1 N HCl and methylene chloride
  4. extractionThe aqueous phase was further extracted with methylene chloride
  5. dry with materialdried over sodium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-94d6c01afdc84ef0aee4c7fae7629d20
出典データセット
uspto-grants-1980_10
特許番号
US04228295

関連ノート

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