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

HRID 549237ノート

反応式

HRID 549237 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒3 回

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a26d7dcddc3413c8715a45dbf7d5e64
出典データセット
uspto-grants-2011_05
特許番号
US07943636B2

反応ノート

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