Dimethyl Carbonate → HCID 21530394、化合物

HRID 1657815ノート

反応式

HRID 1657815 の反応式
[H-].[Na+].[S:3]1(=[O:16])(=[O:15])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[O:14])[CH2:6][CH2:5][CH2:4]1.[CH3:17][O:18][C:19](=O)[O:20]C>O1CCCC1>[O:14]=[C:7]1[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[S:3](=[O:15])(=[O:16])[CH2:4][CH2:5][CH:6]1[C:19]([O:18][CH3:17])=[O:20]

参加物

5

反応物 3

HCID 12021Dimethyl CarbonateHCID 24758Sodium hydrideHCID 774902HCID 774902、化合物

生成物 1

HCID 21530394HCID 21530394、化合物収率 134.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a slurry of 0.3 mol of sodium hydride in 200 ml of tetrahydrofuran was added a solution of 21 g (0.1 mol) of 3,4-dihydro-1-benzothiepin-5(2H)-one 1,1-dioxide in 800 ml of tetrahydrofuran. The mixture was stirred at room temperature for 2 hours and a solution of 27 g (0.3 mol) of dimethylcarbonate in 50 ml of tetrahydrofuran was added. It was refluxed under a nitrogen atmosphere for 20 hours, part of the tetrahydrofuran was removed by distillation, the residue was carefully poured into ice water containing excess hydrochloric acid, and the mixture was extracted with dichloromethane. The organic layer was washed with water, dried over sodium sulfate, and evaporated to give 36 g of semi-solid which gave a positive ferric chloride test and an infrared band at 175° cm-1. It was used in subsequent reactions without further purification.

後処理

  1. temperatureIt was refluxed under a nitrogen atmosphere for 20 hours
  2. custompart of the tetrahydrofuran was removed by distillation
  3. additionthe residue was carefully poured into ice water containing excess hydrochloric acid
  4. extractionthe mixture was extracted with dichloromethane
  5. washThe organic layer was washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-70aa922353ca41f38a8447a91d124523
出典データセット
uspto-grants-1976_06
特許番号
US03962261

反応ノート

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