Ammonia → 4-Aminomethyl-3-nitrobenzoic acid

HRID 1434481ノート

反応式

HRID 1434481 の反応式
Br[CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13].[NH3:15]>CCO>[NH2:15][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13]

参加物

4

反応物 2

HCID 222AmmoniaHCID 1323864-Bromomethyl-3-nitrobenzoic acid

生成物 1

HCID 120859504-Aminomethyl-3-nitrobenzoic acid収率 68%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-(Bromomethyl)-3-nitrobenzoic acid (3.2 g; 12.3 mmol) was dissolved in 8% NH3 in EtOH (300 mL) and the resulting solution was stirred at room temperature. After 22 h the solution was evaporated and the residue suspended in H2O (70 mL). The suspension was stirred for 15 min and filtered. The collected solid was suspended in H2O (40 mL) and dissolved by the addition of few drops of 25% aq. NH4OH (pH. 12), then the pH of the solution was adjusted to 6 by addition of 6 N HCl. The precipitated solid was filtered, and washed sequentially with MeOH (3×5 mL), and Et2O (10 mL) and was vacuum dried (1.3 kPa; P2O5) to give 4-(aminomethyl)-3-nitrobenzoic acid as a pale brown solid (1.65 g; 8.4 mmol). Yield 68%.

後処理

  1. customAfter 22 h the solution was evaporated
  2. stirringThe suspension was stirred for 15 min
  3. filtrationfiltered
  4. dissolutiondissolved by the addition of few drops of 25% aq. NH4OH (pH. 12)
  5. additionthe pH of the solution was adjusted to 6 by addition of 6 N HCl
  6. filtrationThe precipitated solid was filtered
  7. washwashed sequentially with MeOH (3×5 mL), and Et2O (10 mL)
  8. dry with materialdried (1.3 kPa; P2O5)

出典と根拠

ORDレコード
ord-7d374b85cf2b45579f89e84847db1362
出典データセット
uspto-grants-2009_11
特許番号
US07611692B2

反応ノート

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