Lithium Hydroxide → 3-Aminomethyl-5-nitrobenzoic acid

HRID 964490노트

반응식

HRID 964490 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 190771333-Aminomethyl-5-nitrobenzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-e8b5f9f999a64db29f7b12d1c7bc6510
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05770380

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