4-(7-Chloroquinolin-4-yl)butyn-1-ol → 4-(7-Chloroquinolin-4-yl)butan-1-ol

HRID 1274408ノート

反応式

HRID 1274408 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH2:12][CH2:13][C:14]#[C:15][OH:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1>C(O)C.[Pt](=O)=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 221206664-(7-Chloroquinolin-4-yl)butyn-1-ol

生成物 1

HCID 221206674-(7-Chloroquinolin-4-yl)butan-1-ol収率 49.1%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

4-(7-chloroquinolin-4-yl)butyn-1-ol (1 g) was dissolved in ethanol (25 mL) in a Parr hydrogenation bottle and platinum (IV) oxide [Adams' Catalyst] (100 mg) was added. The Parr bottle was placed on a Parr hydrogenation apparatus and the solution hydrogenated at 50 psi for 2 hours after which time the starting material had been judged to be consumed by TLC. The spent catalyst was removed by filtration through a Celite pad and the pad carefully washed with more ethanol. The combined filtrates were evaporated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate; then ethyl acetate:methanol, 95:5) to give the title compound (500 mg).

後処理

  1. additionwas added
  2. customto be consumed by TLC
  3. customThe spent catalyst was removed by filtration through a Celite pad
  4. washthe pad carefully washed with more ethanol
  5. customThe combined filtrates were evaporated in vacuo
  6. customthe residue purified by flash chromatography on silica gel (ethyl acetate

出典と根拠

ORDレコード
ord-10f48641c6c540a9b6230d621781f096
出典データセット
uspto-grants-2000_12
特許番号
US06156767

反応ノート

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