Lithium Hydroxide → 3-Aminomethyl-5-nitrobenzoic acid

HRID 964490ノート

反応式

HRID 964490 の反応式
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:6]([O:8]C)=[O:7].[Li+].[OH-]>C1COCC1.O>[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=1)[C:6]([OH:8])=[O:7]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 19077132Methyl 3-(aminomethyl)-5-nitrobenzoate

生成物 1

HCID 190771333-Aminomethyl-5-nitrobenzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 3-aminomethyl-5-nitrobenzoate (5890 mg, 28 mmol) in THF (100 mL) was added a solution of LiOH (2350 mg, 56 mmol) in water (100 mL) and the mixture was stirred at r.t. for 2.5 hours. THF was evaporated and the aqueous solution was washed with Et2O (100 mL). The solution was neutralized with concentrated HCl (6 mL) and evaporated in vacuo. To a solution of evaporated residue in water (150 mL) and concentrated HCl (3 mL) was added 1N LiOH (50 mL). Brown fine needles were precipitated out and collected on a glass filter (5300 mg, 96%): 1H NMR (300 MHz, D2O) δ 8.645 (s, 1H), 8.412 (s, 1H), 8.232 (s, 1H), 4.332 (s, 2H).

後処理

  1. customTHF was evaporated
  2. washthe aqueous solution was washed with Et2O (100 mL)
  3. customevaporated in vacuo
  4. additionTo a solution of evaporated residue in water (150 mL) and concentrated HCl (3 mL) was added 1N LiOH (50 mL)
  5. customBrown fine needles were precipitated out and
  6. customcollected on a glass
  7. filtrationfilter (5300 mg, 96%)

出典と根拠

ORDレコード
ord-e8b5f9f999a64db29f7b12d1c7bc6510
出典データセット
uspto-grants-1998_06
特許番号
US05770380

反応ノート

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