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

HRID 2111518
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반응식

HRID 2111518 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7940Glutaric anhydrideHCID 18717149HCID 18717149, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0a27f63d15de44fab695497e01d05afb
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07521425B2

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