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

HRID 83593노트

반응식

HRID 83593 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b185ba63cbe54d82a958d1e15353d285
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846684B2

반응 노트

불러오는 중…