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

HRID 23147

反応式

HRID 23147 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

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, 1H), 0.88 (d, 6H).

後処理

  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

出典と根拠

ORDレコード
ord-5ae4b7815f014a428f4a5bf826048932
出典データセット
uspto-grants-2005_02
特許番号
US06849713B2

関連ノート

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