Sodium Hydroxide → 1-(3-methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid

HRID 1071803

반응식

HRID 1071803 반응식
C([O:3][C:4]([C:6]1[N:7]([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)=[O:5])C.[OH-].[Na+]>CO>[CH3:17][CH:16]([CH3:18])[CH2:15][CH2:14][N:7]1[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=[C:6]1[C:4]([OH:5])=[O:3]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 67183320Ethyl 1-isopentyl-4-nitro-1H-pyrrole-2-carboxylate

생성물 1

HCID 218807721-(3-methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid수율 100.7%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid ethyl ester (1.44 g) was dissolved in 50 ml of methanol and 25 ml of 20% aqueous NaOH was added. The reaction mixture was stirred at 50° C. for 1.5 h until there was no starting material checked by TLC. The reaction mixture was concentrated to about 20 ml, 200 ml of water was added. The resulting solution was neutralized with 5 M hydrochloric acid to pH 2 and the precipitates formed were collected by filtration, washed with water and dried to give 1-(3-methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid (1.29 g, 99%). 1H NMR (DMSO-d6) δ13.12 (br. s, 1H), 8.27 (d, 1H), 7.26 (d, 1H), 4.36 (t, 2H), 1.59 (dd, 2H), 1.50 (dt, 11H), 0.88 (d, 6H).

후처리

  1. concentrationThe reaction mixture was concentrated to about 20 ml, 200 ml of water
  2. additionwas added
  3. customthe precipitates formed
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-9858ef9bacf749d38359888a10b3e960
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06906103B2

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