Acetic Acid → 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylic acid

HRID 549237노트

반응식

HRID 549237 반응식
O.[OH-].[Li+].[CH2:4]([N:7]1[C:11]([CH2:12][CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:10][C:9]([C:19]([O:21]CC)=[O:20])=[N:8]1)[CH2:5][CH3:6].C(O)(=O)C>CO.O>[CH2:4]([N:7]1[C:11]([CH2:12][CH:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[CH:10][C:9]([C:19]([OH:21])=[O:20])=[N:8]1)[CH2:5][CH3:6]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 168937Lithium hydroxide, monohydrateHCID 67158029ethyl 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylate

생성물 1

HCID 671577251-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylic acid수율 84.5%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매3회

반응 조건

온도
0 °C

실험 절차

Lithium hydroxide monohydrate (3.8 g, 92 mmol) was added to a solution of ethyl 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylate (6.43 g, 22.9 mmol) in methanol (30 mL) and water (10 mL). The mixture was stirred for 20 hours. Most of the volatiles were removed under reduced pressure, and water (100 mL) and acetic acid (52 mL, 910 mmol) were sequentially added. The solution was cooled to approximately 0° C. After five minutes, a white solid formed, and more water (100 mL) was added. The mixture was stirred for 30 minutes, and the solid was isolated by filtration, washed with water, and dried on the vacuum filter funnel to provide 4.88 g of 1-propyl-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylic acid as a white solid.

후처리

  1. additionwere sequentially added
  2. waitAfter five minutes
  3. customa white solid formed
  4. stirringThe mixture was stirred for 30 minutes
  5. customthe solid was isolated by filtration
  6. washwashed with water
  7. customdried on the vacuum
  8. filtrationfilter funnel

출처 및 근거

ORD 기록
ord-1a26d7dcddc3413c8715a45dbf7d5e64
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943636B2

반응 노트

불러오는 중…