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Trifluoroacetic acid → 7-(3-Isopropoxy-4-nitrophenyl)-1,7-diazaspiro[4.4]nonane

HRID 518861
ノート
印刷プレビュー

反応式

HRID 518861 の反応式
FC(F)(F)C(O)=O.[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:32][CH2:31][C:19]3([N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21][CH2:20]3)[CH2:18]2)=[CH:13][C:12]=1[O:33][CH:34]([CH3:36])[CH3:35])([O-:10])=[O:9].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:32][CH2:31][C:19]3([NH:23][CH2:22][CH2:21][CH2:20]3)[CH2:18]2)=[CH:13][C:12]=1[O:33][CH:34]([CH3:36])[CH3:35])([O-:10])=[O:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6422Trifluoroacetic acid2 回HCID 11430Potassium CarbonateHCID 86698010Tert-butyl 7-(3-isopropoxy-4-nitrophenyl)-1,7-diazaspiro[4.4]nonane-1-carboxylate

生成物 1

HCID 866980147-(3-Isopropoxy-4-nitrophenyl)-1,7-diazaspiro[4.4]nonane収率 97.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.33 ml of trifluoroacetic acid is added to a solution of 300 mg of 2-methylpropan-2-yl 7-[4-nitro-3-(propan-2-yloxy)phenyl]-1,7-diazaspiro[4.4]nonane-1-carboxylate in 30 ml of dichloromethane. The mixture is stirred at ambient temperature for 15 hours and then 3 ml of trifluoroacetic acid are again added. After stirring for 15 hours, the reaction mixture is run into 50 ml of a saturated potassium carbonate solution. The aqueous phase is extracted three times with 50 ml of dichloromethane. The organic phases are combined, dried over anhydrous magnesium sulfate, filtered and then concentrated to dryness under reduced pressure, so as to give a yellow oil. The residue is purified by chromatography on silica gel, elution being carried out with dichloromethane/methanol (100/0 to 95/5), so as to obtain 221 mg of 7-[4-nitro-3-(propan-2-yloxy)phenyl]-1,7-diazaspiro[4.4]nonane in the form of a yellow solid.

後処理

  1. stirringAfter stirring for 15 hours
  2. extractionThe aqueous phase is extracted three times with 50 ml of dichloromethane
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customso as to give a yellow oil
  7. customThe residue is purified by chromatography on silica gel, elution

出典と根拠

ORDレコード
ord-4fd56fc34261438f8a7b983376fce421
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115140B2

反応ノート

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