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Potassium Hydroxide → 2-[(6-Tert-butoxycarbonylamino-pyridin-3-yl)-phenyl-methyl]-malonic acid monoethyl ester

HRID 1789912
ノート
印刷プレビュー

反応式

HRID 1789912 の反応式
[OH-].[K+].[CH2:3]([O:5][C:6](=[O:34])[CH:7]([CH:13]([C:20]1[CH:21]=[N:22][C:23]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[CH:24][CH:25]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]([O:10]CC)=[O:9])[CH3:4]>C(O)C.C(Cl)Cl>[CH2:3]([O:5][C:6](=[O:34])[CH:7]([CH:13]([C:20]1[CH:21]=[N:22][C:23]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[CH:24][CH:25]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:8]([OH:10])=[O:9])[CH3:4]
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 2

HCID 14797Potassium Hydroxide2 回HCID 544346512-[(6-Tert-butoxycarbonylamino-pyridin-3-yl)-phenyl-methyl]-malonic acid diethyl ester

生成物 1

HCID 543127722-[(6-Tert-butoxycarbonylamino-pyridin-3-yl)-phenyl-methyl]-malonic acid monoethyl ester収率 99.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 6344
Dichloromethane
溶媒

実験手順

A solution of KOH (0.266 g, 4.11 mmol) in ethanol (14 mL) was added to a solution of 2-[(6-tert-butoxycarbonylamino-pyridin-3-yl)-phenyl-methyl]-malonic acid diethyl ester (1.82 g, 4.11 mmol) in ethanol (12 mL) and methylene chloride (13 mL) at 0° C. The mixture was stirred overnight at room temperature. More KOH (80 mg dissolved in 3 mL ethanol) was added at 0° C. The reaction mixture was stirred for additional 18 h. The mixture was concentrated under reduced pressure and ethyl acetate, and 0.5 M HCl were added to the residue. The organic layer was washed with brine and dried. After filtration and evaporation in vacuo, the residue was suspended in hexane. Filtration of the crystals gave 2-[(6-tert-butoxycarbonylamino-pyridin-3-yl)-phenyl-methyl]-malonic acid monoethyl ester (1.7 g, 98%).

後処理

  1. stirringThe reaction mixture was stirred for additional 18 h
  2. concentrationThe mixture was concentrated under reduced pressure and ethyl acetate, and 0.5 M HCl
  3. additionwere added to the residue
  4. washThe organic layer was washed with brine
  5. customdried
  6. filtrationAfter filtration and evaporation in vacuo
  7. filtrationFiltration of the crystals

出典と根拠

ORDレコード
ord-96bd72ab02c549c9994fa9edd37dec7e
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071175B1

反応ノート

読み込み中…

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