MAGNESIUM SILICATE (synthetic) → 3-Benzylmercapto-4-carbomethoxy benzaldehyde

HRID 2072303

反応式

HRID 2072303 の反応式
[CH2:1]([S:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[C:17]([O:19][CH3:20])=[O:18])[CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O-][Si]([O-])=O.[Mg+2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH2:1]([S:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[C:17]([O:19][CH3:20])=[O:18])[CH:12]=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 61680MAGNESIUM SILICATE (synthetic)HCID 54409048HCID 54409048、化合物HCID 178418287HCID 178418287、化合物

生成物 1

HCID 538686323-Benzylmercapto-4-carbomethoxy benzaldehyde収率 92.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 30 g 3-benzylmercapto-4-carbomethoxy benzyl alcohol in 900 ml of methylene chloride is stirred with 60 g of Florisil (activated magnesium silicate) in 900 ml of methylene chloride. To the thus-obtained slurry is added 39 g of solid pyridinium chlorochromate and the black reaction mixture obtained is stirred for 3-4 hours at room temperature, filtered over Celite (diatomaceous earth), and washed with 600 ml of methylene chloride. The methylene chloride filtrate is stirred overnight with a solution of 14 g of potassium hydroxide in 500 ml of water which removes all the dark color from the organic layer. The methylene chloride layer is separated, washed with 100 ml of 2N hydrochloric acid and then with 300 ml of water, dried over sodium sulfate and evaporated to dryness to yield 27.5 g of 3-benzylmercapto-4-carbomethoxy benzaldehyde having a melting point of 91°-93° C.

後処理

  1. customthe black reaction mixture obtained
  2. filtrationfiltered over Celite (diatomaceous earth)
  3. washwashed with 600 ml of methylene chloride
  4. stirringThe methylene chloride filtrate is stirred overnight with a solution of 14 g of potassium hydroxide in 500 ml of water which
  5. customremoves all the dark color from the organic layer
  6. customThe methylene chloride layer is separated
  7. washwashed with 100 ml of 2N hydrochloric acid
  8. dry with materialwith 300 ml of water, dried over sodium sulfate
  9. customevaporated to dryness

出典と根拠

ORDレコード
ord-c551f243a2d34fb99464f955c13eb4cb
出典データセット
uspto-grants-1977_09
特許番号
US04051148

関連ノート

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