HCID 66650497、化合物 → Amino-5-ethoxy-4-trifluoromethyl-benzonitrile

HRID 268916ノート

反応式

HRID 268916 の反応式
[CH2:1]([O:3][C:4]1[C:5]([C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([N+:12]([O-])=O)=[C:8]([CH:11]=1)[C:9]#[N:10])[CH3:2]>CO.Cl.[Fe]>[NH2:12][C:7]1[CH:6]=[C:5]([C:15]([F:17])([F:18])[F:16])[C:4]([O:3][CH2:1][CH3:2])=[CH:11][C:8]=1[C:9]#[N:10]

参加物

5

反応物 1

HCID 66650497HCID 66650497、化合物

生成物 1

HCID 66650419Amino-5-ethoxy-4-trifluoromethyl-benzonitrile収率 84%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

Iron powder (40.96 g, 733 mmol) was added in small portions over 5 min to a stirred suspension of finely grinded 5-ethoxy-2-nitro-4-trifluoromethyl-benzonitrile from step 3 (42.79 g, 164.5 mmol) in MeOH (85 mL) and conc. HCl (102 mL) with water bath cooling keeping the internal temperature at 40-50° C. The resulting mixture was stirred for further 1 h at ca. 50° C. and then poured into ice cold H2O (700 mL). The precipitate was filtered, washed with water, dried, and dissolved in boiling EtOH (800 mL), activated carbon (ca. 10 g) was added, the mixture was refluxed for 45 min, the hot solution was filtered and evaporated to dryness to leave a yellow solid (31.81 g, 84%), which was used without further purification. MS (EI) 230.1 [M].

後処理

  1. temperaturecooling
  2. customat 40-50° C
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried
  6. dissolutiondissolved
  7. additionwas added
  8. temperaturethe mixture was refluxed for 45 min
  9. filtrationthe hot solution was filtered
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-b7996ef8ab8a41d2aa5b4d13ea3ad75e
出典データセット
uspto-grants-2008_11
特許番号
US07446113B2

反応ノート

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