Hydrochloric Acid → 1-cyclopentyl-1H-pyrazole

HRID 1098566ノート

反応式

HRID 1098566 の反応式
CO[CH:3](OC)[CH2:4]C(OC)OC.C(O[C:17]([NH:19][NH:20][CH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)=O)(C)(C)C.Cl>O>[CH:21]1([N:20]2[CH:4]=[CH:3][CH:17]=[N:19]2)[CH2:22][CH2:23][CH2:24][CH2:25]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 66019TetramethoxypropaneHCID 23113328tert-Butyl 2-Cyclopentylhydrazinecarboxylate

生成物 1

HCID 108444351-cyclopentyl-1H-pyrazole収率 71%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1,1,3,3-tetramethoxy-propane (13.6 g, 83 mmol) and 1-cyclopentylhydrazine-2-carboxylic acid tert-butyl ester from Ex B18 (16.6 g, 83 mmol) in water (150 mL) was treated with conc HCl (21 mL, 252 mmol) and the resulting mixture was heated at reflux overnight. The reaction mixture was allowed to cool to RT and was extracted with ether. The extracts were washed with brine, dried over anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo to give 1-cyclopentyl-1H-pyrazole (8.0 g, 71% yield). 1H NMR (400 MHz, CDCl3): δ 7.52 (s, 1 H), 7.43 (s, 1 H), 6.24 (s, 1 H), 4.68 (m, 1 H), 2.20-1.71 (m, 8 H); MS (ESI) m/z: 137.1 [M+H+]

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux overnight
  3. extractionwas extracted with ether
  4. washThe extracts were washed with brine
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-a05c708e2a44488e92bbbf8a814ced04
出典データセット
uspto-grants-2012_03
特許番号
US08143293B2

反応ノート

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