Propargyl alcohol → 3-(8-Isoquinolinyl)-2-propyn-1-ol

HRID 1110479ノート

反応式

HRID 1110479 の反応式
Br[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.[CH2:12]([OH:15])[C:13]#[CH:14].C(N(CC)CC)C>ClCCl.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[C:14]#[C:13][CH2:12][OH:15])[CH:7]=[CH:8][N:9]=1

参加物

6

反応物 3

HCID 7859Propargyl alcoholHCID 8471TriethylamineHCID 98591348-Bromoisoquinoline

生成物 1

HCID 143474813-(8-Isoquinolinyl)-2-propyn-1-ol

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

In an inert atmosphere, 0.068 g of bis(triphenylphosphine)palladium dichloride and 0.013 g of cuprous iodide was added with stirring to a deoxygenated solution of 1 g of 8-bromoisoquinoline, 0.56 mL of propargyl alcohol and 2 mL of triethylamine in 25 mL of dichloromethane. The mixture was stirred at room temperature for 2 hours and then at reflux for 20 hours. The cooled reaction was filtered and the filtrate was concentrated in vacuo. The residual oil was purified by HPLC (ethyl acetate-toluene; 2:3) to yield 0.4 g of 3-(8-isoquinolinyl)-2-propyn-1-ol, mp 138°-139° C.

後処理

  1. temperatureat reflux for 20 hours
  2. customThe cooled reaction
  3. filtrationwas filtered
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residual oil was purified by HPLC (ethyl acetate-toluene; 2:3)

出典と根拠

ORDレコード
ord-2426ef2bb1874a6fbb0c68c654cf6782
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

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