Potassium Hydroxide → 1,3-Dichloro-5-ethynylbenzene

HRID 24011ノート

反応式

HRID 24011 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][Si](C)(C)C)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[OH-].[K+]>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[CH:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 22570337[2-(3,5-Dichlorophenyl)ethynyl]trimethylsilane

生成物 1

HCID 138235471,3-Dichloro-5-ethynylbenzene収率 87.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

To a solution of (3,5-dichloro-phenylethynyl)-trimethyl-silane (1.97 g, 8.1 mmol) in methanol (40 mL) was added a solution of potassium hydroxide (6.8 mg, 0.12 mmol) in H2O (0.24 mL). After stirring at ambient temperature for 40 minutes, the reaction mixture was diluted with water (40 mL), and extracted with hexane until the extracting solvent showing no product by TLC. The combined organic layer was dried over MgSO4, and concentrated to give the title compound (1.21 g, 87% yield) as a white solid. 1H NMR (CDCl3) δ 7.37-7.34 (m, 3H), 3.15 (s, 1H).

後処理

  1. extractionextracted with hexane until the extracting solvent
  2. dry with materialThe combined organic layer was dried over MgSO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-330c0c3ee0b143eea7324012c8728a63
出典データセット
uspto-grants-2005_02
特許番号
US06855722B2

反応ノート

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