Water → 8-Amino-6-methoxy-4-methyl-5-(8-phenyloctoxy) quinoline

HRID 1111393ノート

反応式

HRID 1111393 の反応式
[CH3:1][O:2][C:3]1[C:4]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:5]2[C:10](=[C:11]([N+:13]([O-])=O)[CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[CH3:16].O.O(CCCC)CCCC>[Fe].CC(O)=O>[NH2:13][C:11]1[CH:12]=[C:3]([O:2][CH3:1])[C:4]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:5]2[C:10]=1[N:9]=[CH:8][CH:7]=[C:6]2[CH3:16]

参加物

6

反応物 3

HCID 962WaterHCID 8909Butyl etherHCID 543454366-Methoxy-4-methyl-8-nitro-5-(8-phenyloctoxy) quinoline

生成物 1

HCID 543948298-Amino-6-methoxy-4-methyl-5-(8-phenyloctoxy) quinoline収率 61.1%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

実験手順

A stirred mixture of 6-methoxy-4-methyl-8-nitro-5-(8-phenyloctoxy) quinoline (2.1 g, 0.005 mol), degreased 40 mesh Fe filings (5 g), H2O (20 ml), HOAc (4 ml) and n-Bu2O (4 ml) was heated at 80° C. to 1.5 h, cooled and filtered. The solid was thoroughly extracted with Et2O and the filtered extract was dried (Na2SO4), treated with carbon and concentrated to an oil. Trituration with pet ether gave 1.2 g (61%) of 8-amino-6-methoxy-4-methyl-5-(8-phenyloctoxy) quinoline as yellow-green solid, mp 33°-34° C. Crystallization from pet ether (Darco) gave the analytical sample as yellow green crystals, mp 39°-40° C.

後処理

  1. temperaturewas heated at 80° C. to 1.5 h
  2. temperaturecooled
  3. filtrationfiltered
  4. extractionThe solid was thoroughly extracted with Et2O
  5. extractionthe filtered extract
  6. dry with materialwas dried (Na2SO4)
  7. additiontreated with carbon
  8. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-e1e3b54f1b014628bc2b82556250e010
出典データセット
uspto-grants-1990_12
特許番号
US04980360

反応ノート

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