Ethanol → 4-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

HRID 387692ノート

反応式

HRID 387692 の反応式
[Cl-].[NH4+].C(O)C.[CH2:6]([O:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]([O:24][C:25]3[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=3)=[CH:19][CH:20]=[N:21]2)=[CH:16][C:15]=1[C:34]#[N:35])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Fe].O>[NH2:31][C:28]1[CH:27]=[CH:26][C:25]([O:24][C:18]2[C:17]3[C:22](=[CH:23][C:14]([O:13][CH2:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[C:15]([C:34]#[N:35])[CH:16]=3)[N:21]=[CH:20][CH:19]=2)=[CH:30][CH:29]=1

参加物

6

反応物 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 229365907-Benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline

生成物 1

HCID 229368314-(4-Aminophenoxy)-7-(benzyloxy)-6-cyanoquinoline

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

Iron powder (0.6 g), ammonium chloride (1.4 g), ethanol (100 ml) and water (30 ml) were added to the 7-benzyloxy-6-cyano-4-(4-nitrophenoxy)quinoline obtained in Production Example 5, and the mixture was stirred at 90° C. for 2.5 hours. The reaction system was returned to room temperature and then filtered with celite, the filtrate was subjected to liquid separation, and the organic layer was washed with water and saturated saline in that order, dried over sodium sulfate and then concentrated to dryness under reduced pressure to obtain 1.31 g of a crude product containing the target substance. The crude product was used directly for the following reaction. (Production Example 7).

後処理

  1. customobtained in Production Example 5
  2. customwas returned to room temperature
  3. filtrationfiltered with celite
  4. customthe filtrate was subjected to liquid separation
  5. washthe organic layer was washed with water and saturated saline in that order
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-b640cbf0a01a4468bb3869a0c168edbc
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

反応ノート

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