Potassium Hydroxide → 1-(2-Aminophenyl)-3-cyclopropylcyclobutanol

HRID 2240483ノート

反応式

HRID 2240483 の反応式
[CH:1]1([CH:4]2[CH2:7][C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[NH:15]C=O)([OH:8])[CH2:5]2)[CH2:3][CH2:2]1.[OH-].[K+]>CO>[NH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:6]1([OH:8])[CH2:5][CH:4]([CH:1]2[CH2:2][CH2:3]2)[CH2:7]1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 86761115N-[2-(3-cyclopropyl-1-hydroxycyclobutyl)-phenyl]Formamide

生成物 1

HCID 685847901-(2-Aminophenyl)-3-cyclopropylcyclobutanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In a sulfonation flask, a mixture consisting of 2.5 g (0.0108 mol) N-[2-(3-cyclopropyl-1-hydroxy-cyclobutyl)phenyl]-formamide (prepared as described in Example 8), 1.4 g (0.021 mol) potassium hydroxide and 25 ml methanol was stirred at reflux temperature for 4 hours. Then the solvent was distilled off in a water jet vacuum and the residue taken up in 100 ml of ethyl acetate. The organic phase was washed three times with water and after drying with sodium sulphate the solvent was distilled off in a water jet vacuum. The crude material was purified by flash chromatography over silica gel (eluant: hexane/ethylacetate 1:1). Yield: 1.65 g (75% of theory) of 1-(2-aminophenyl)-3-cyclopropylcyclobutanol in the form of a slightly brownish solid (mp.: 58-61° C.).

後処理

  1. temperatureat reflux temperature for 4 hours
  2. distillationThen the solvent was distilled off in a water jet vacuum
  3. washThe organic phase was washed three times with water
  4. dry with materialafter drying with sodium sulphate the solvent
  5. distillationwas distilled off in a water jet vacuum
  6. customThe crude material was purified by flash chromatography over silica gel (eluant: hexane/ethylacetate 1:1)

出典と根拠

ORDレコード
ord-9a47e997e5ca41b48e2ec393098128c1
出典データセット
uspto-grants-2010_05
特許番号
US07723371B2

反応ノート

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