Methyl 1-(4-chlorobenzyl)-1H-pyrrole-2-carboxylate → 1-[(4-chlorophenyl)methyl]-1H-pyrrole-2-carboxylic acid

HRID 83593ノート

反応式

HRID 83593 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[C:12]([O:14]C)=[O:13])=[CH:4][CH:3]=1>C(O)C.[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:11]=[CH:10][CH:9]=[C:8]2[C:12]([OH:14])=[O:13])=[CH:16][CH:17]=1

参加物

4

反応物 1

HCID 50900833Methyl 1-(4-chlorobenzyl)-1H-pyrrole-2-carboxylate

生成物 1

HCID 41200551-[(4-chlorophenyl)methyl]-1H-pyrrole-2-carboxylic acid収率 72.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
70 °C

実験手順

Methyl 1-(4-chlorobenzyl)-1H-pyrrole-2-carboxylate (550 mg, 2.203 mmol) was dissolved in ethanol (10 mL) and 7M aq. NaOH (8 mL). The reaction was stirred at 70° C. for 4 h and allowed to cool for 1 h. The ethanol was stripped by rotary evaporation until material began to precipitate, at which point the aqueous mixture was cooled in an ice bath and acidified with conc. HCl, which elicited further precipitation. The precipitate was collected over a filter and washed with a small amount of cold 1M HCl and dried under high vacuum to provide 375 mg of the title compound as a white, powdery solid.

後処理

  1. temperatureto cool for 1 h
  2. customThe ethanol was stripped by rotary evaporation until material
  3. customto precipitate, at which point the aqueous mixture
  4. temperaturewas cooled in an ice bath
  5. customprecipitation
  6. customThe precipitate was collected over
  7. filtrationa filter
  8. washwashed with a small amount of cold 1M HCl
  9. customdried under high vacuum

出典と根拠

ORDレコード
ord-b185ba63cbe54d82a958d1e15353d285
出典データセット
uspto-grants-2014_09
特許番号
US08846684B2

反応ノート

読み込み中…