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Glutaric anhydride → 4-[4-(3,5-Dioxohexyl)phenylcarbamoyl]butyric acid

HRID 2063245
ノート
印刷プレビュー

反応式

HRID 2063245 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12](=[O:17])[CH2:13][C:14](=[O:16])[CH3:15])=[CH:6][CH:5]=1)([O-])=O.[O:18]1[C:23](=[O:24])[CH2:22][CH2:21][CH2:20][C:19]1=[O:25]>O1CCCC1>[O:17]=[C:12]([CH2:13][C:14](=[O:16])[CH3:15])[CH2:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([NH:1][C:23]([CH2:22][CH2:21][CH2:20][C:19]([OH:25])=[O:18])=[O:24])=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7940Glutaric anhydrideHCID 18717149HCID 18717149、化合物

生成物 1

HCID 187171484-[4-(3,5-Dioxohexyl)phenylcarbamoyl]butyric acid収率 97%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

200 mL tetrahydrofuran, 6-(4-nitro-phenyl)-hexane-2,4-dione (8.0 g, 34.0 mmol) and dihydro-pyran-2,6-dione (3.88 g, 34.0 mmol) were added to a reaction vessel. The reaction vessel was purged three times with argon. Approximately 200 mg palladium (10 wt % on activated carbon) was added. The reaction vessel was purged again with argon and excess hydrogen introduced via a balloon. Solution stirred 16 hours at room temperature. Hydrogen removed under reduced pressure and catalyst removed by filtration through celite. Tetrahydrofuran removed under reduced pressure to afford title compound (10.5 g, 97%, yellow solid).

後処理

  1. customThe reaction vessel was purged three times with argon
  2. additionApproximately 200 mg palladium (10 wt % on activated carbon) was added
  3. customThe reaction vessel was purged again with argon and excess hydrogen
  4. additionintroduced via a balloon
  5. customHydrogen removed under reduced pressure and catalyst
  6. customremoved by filtration through celite
  7. customTetrahydrofuran removed under reduced pressure

出典と根拠

ORDレコード
ord-fe68be5c17e0427d85bedc059cf28f33
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08288349B2

反応ノート

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