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

HRID 2240483노트

반응식

HRID 2240483 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.).

후처리

  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)

출처 및 근거

ORD 기록
ord-9a47e997e5ca41b48e2ec393098128c1
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723371B2

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