Methanol → 1,4-Diethynylbenzene

HRID 556137

反応式

HRID 556137 の反応式
C[Si]([C:5]#[C:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][Si](C)(C)C)=[CH:9][CH:8]=1)(C)C.CO.[OH-].[K+]>C(Cl)Cl>[C:6]([C:7]1[CH:12]=[CH:11][C:10]([C:13]#[CH:14])=[CH:9][CH:8]=1)#[CH:5]

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 5224921,4-Bis[(trimethylsilyl)ethynyl]benzene

生成物 1

HCID 1204631,4-Diethynylbenzene収率 63%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Subsequently, the obtained 1,4-bis(trimethylsilylethynyl)benzene (500 mg, 1.85 mmol) was added with dist. CH2Cl2 (15 mL), dist. MeOH (3 mL) and an aqueous solution of potassium hydroxide (KOH) (0.4 mL) of 50% by mass. The resultant mixture was stirred under a nitrogen atmosphere at room temperature for 18 hours to obtain a reaction mixture. Then, the reaction mixture was diluted with CH2Cl2. After that, an organic layer was washed with sat. NaCl, and dried with MgSO4. The dried organic layer was filtered and concentrated to obtain a crude product. Subsequently, the obtained crude product was separated and purified by silica gel column chromatography (hexane/EtOAc=20/1) to obtain 1,4-diethynylbenzene (147 mg, 63% yield (in two steps)).

後処理

  1. customto obtain a reaction mixture
  2. washAfter that, an organic layer was washed with sat. NaCl
  3. dry with materialdried with MgSO4
  4. filtrationThe dried organic layer was filtered
  5. concentrationconcentrated
  6. customto obtain a crude product
  7. customSubsequently, the obtained crude product
  8. customwas separated
  9. custompurified by silica gel column chromatography (hexane/EtOAc=20/1)

出典と根拠

ORDレコード
ord-9574e9ea5d0444d1bfa9af81def54763
出典データセット
uspto-grants-2011_11
特許番号
US08053588B2

関連ノート

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