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2-Methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol → 1-((4-(4-Aminophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol

HRID 2277385
ノート
印刷プレビュー

反応式

HRID 2277385 の反応式
[CH3:1][C:2]([OH:26])([CH3:25])[CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([O:15][C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=3)=[CH:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1.C(O[K])=O>O.C1COCC1.[Pd]>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:9]2[C:8]3[C:13](=[CH:14][C:5]([O:4][CH2:3][C:2]([CH3:25])([OH:26])[CH3:1])=[CH:6][CH:7]=3)[N:12]=[CH:11][CH:10]=2)=[CH:17][CH:18]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 681942572-Methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-olHCID 178526052HCID 178526052、化合物

生成物 1

HCID 681939811-((4-(4-Aminophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol収率 97.7%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒

反応条件

温度
45 °C

実験手順

To a solution of 2-methyl-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol (2.8 g, 7.9 mmol) and HCOOK (4.6 g, 55.3 mmol) in water (4 mL) and THF (12 mL) was added 10% Pd/C (0.24 g). The reaction mixture was stirred at 45° C. for 21 hours and then cooled to room temperature. The mixture was filtered through a Celite pad. The organic phase was separated and washed with brine (20 mL). The aqueous phase was extracted with EtOAc (15 mL). The combined organic phases were concentrated in vacuo and the residue was dried in vacuo at 50° C. overnight to give the title compound as a yellow solid (2.5 g, 97.7%).

後処理

  1. temperaturecooled to room temperature
  2. filtrationThe mixture was filtered through a Celite pad
  3. customThe organic phase was separated
  4. washwashed with brine (20 mL)
  5. extractionThe aqueous phase was extracted with EtOAc (15 mL)
  6. concentrationThe combined organic phases were concentrated in vacuo
  7. customthe residue was dried in vacuo at 50° C. overnight

出典と根拠

ORDレコード
ord-c9929c7fd4d24b6aa7c03dc44f7ed618
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133162B2

反応ノート

読み込み中…

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