Formaldehyde → HCID 58041020、化合物

HRID 2365782ノート

反応式

HRID 2365782 の反応式
C=O.[Cl-].[Mg+2].[Cl-].[Br:6][C:7]1[CH:12]=[C:11]([S:13][CH3:14])[CH:10]=[CH:9][C:8]=1[OH:15].C[CH2:17][O:18]CC>C1COCC1>[Br:6][C:7]1[C:8]([OH:15])=[C:9]([CH:10]=[C:11]([S:13][CH3:14])[CH:12]=1)[CH:17]=[O:18]

参加物

6

反応物 4

HCID 712FormaldehydeHCID 3283Diethyl EtherHCID 5360315Magnesium ChlorideHCID 54344931HCID 54344931、化合物

生成物 1

HCID 58041020HCID 58041020、化合物収率 61%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Anhydrous paraformaldehyde (2.14 g) and anhydrous magnesium chloride (−10 mesh, 99.9%, 4.53 g) were suspended in anhydrous THF (120 mL) under nitrogen atmosphere. Freshly distilled TEA (6.7 mL) was added to the above suspended solution and stirred for 30 minutes. To the above mixture, a solution of 2-bromo-4-methylthiophenol (XXI, 5.22 g) in anhydrous THF (40 mL) was added. The resultant mixture was heated at gentle reflux and stirred for 6 h. After the mixture was cooled down to ambient temperature, ether (100 ml) was added. The organic layer was washed with 1N HCl (60 mL×3) and water (60 mL×3), and dried over MgSO4, filtered and solvent removed in vacuo. The mixture was recrystallized from hexane to afford the product (3.60 g, 61%) as a yellow solid.

後処理

  1. temperatureat gentle reflux
  2. stirringstirred for 6 h
  3. washThe organic layer was washed with 1N HCl (60 mL×3) and water (60 mL×3)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customsolvent removed in vacuo
  7. customThe mixture was recrystallized from hexane

出典と根拠

ORDレコード
ord-c5a19e1bd51e40bfa3c82ddc51dd5551
出典データセット
uspto-grants-2014_04
特許番号
US08697720B2

反応ノート

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