6-(5-Hydroxy-pent-1-ynyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester → 6-(5-Hydroxy-pentyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

HRID 2212524ノート

反応式

HRID 2212524 の反応式
[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([C:18]#[C:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 695148486-(5-Hydroxy-pent-1-ynyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester

生成物 1

HCID 695152756-(5-Hydroxy-pentyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester収率 68%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

850 mg (2.7 mmol) 6-(5-Hydroxy-pent-1-ynyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester in 30 ml ethanol were hydrogenated in the presence of 10% Pd/C over night. Purification by column chromatography yielded 450 mg (68%) 6-(5-Hydroxy-pentyl)-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester as yellow oil, MS: 319 (M).

後処理

  1. customPurification by column chromatography

出典と根拠

ORDレコード
ord-6838093c5f11436f9f43e1bf6e4e52ee
出典データセット
uspto-grants-2006_09
特許番号
US07102007B2

反応ノート

読み込み中…