Acetic Acid → 4-(2-amino-4,5-dimethylphenoxymethyl)-3-methylbenzoic Acid Methyl Ester

HRID 415704ノート

反応式

HRID 415704 の反応式
[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=2[N+:20]([O-])=O)=[C:6]([CH3:23])[CH:5]=1.C(O)(=O)C>[Fe].O>[CH3:1][O:2][C:3](=[O:24])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=2[NH2:20])=[C:6]([CH3:23])[CH:5]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 588919084-(2-nitro-4,5-dimethylphenoxymethyl)-3-methylbenzoic Acid Methyl Ester

生成物 1

HCID 588919054-(2-amino-4,5-dimethylphenoxymethyl)-3-methylbenzoic Acid Methyl Ester

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A mixture of 4-(2-nitro-4,5-dimethylphenoxymethyl)-3-methylbenzoic acid methyl ester prepared in Reference Example 1 (7.21 g), acetic acid (88 ml) and water (8.8 ml) was stirred at 50° C. To the reaction solution, iron powder (6.11 g) was gradually added, and the mixture was stirred for 1 hour at 50° C. After cooling, the mixture was filtered and the filtrate was concentrated and azeotroped with toluene. To the residue, ethyl acetate-water (100 ml-100 ml) was added and the mixture was filtrated over Celite (registered trademark). The organic layer was washed, dried, concentrated under reduced pressure to give the title compound (4.66 g) having the following physical data.

後処理

  1. stirringthe mixture was stirred for 1 hour at 50° C
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customazeotroped with toluene
  6. additionTo the residue, ethyl acetate-water (100 ml-100 ml) was added
  7. filtrationthe mixture was filtrated over Celite (registered trademark)
  8. washThe organic layer was washed
  9. customdried
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f4773c9f1c1c4853919a369a9b3884fd
出典データセット
uspto-grants-2012_01
特許番号
US08088802B2

反応ノート

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