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1-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)-cyclobutanecarbonitrile → 1-(4-Hydroxy-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile

HRID 925122
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HRID 925122 반응식
C([O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17]2([C:21]#[N:22])[CH2:20][CH2:19][CH2:18]2)=[C:11]([N+:23]([O-:25])=[O:24])[CH:10]=1)C1C=CC=CC=1.[H][H]>CCO.[Pd]>[OH:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17]2([C:21]#[N:22])[CH2:18][CH2:19][CH2:20]2)=[C:11]([N+:23]([O-:25])=[O:24])[CH:10]=1
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참가 물질

5

반응물 2

HCID 1010436161-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)-cyclobutanecarbonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 921351291-(4-Hydroxy-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile수율 99%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
70 °C

실험 절차

A solution of 1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile (2.78 g, 8.22 mmol), from Step 2, in EtOH (30 mL) was treated with 10% Pd/C (0.87 g, 0.822 mmol), fitted with hydrogen filled balloon and heated to 70° C. for 3 hours under hydrogen atmosphere. The catalyst was filtered off and washed with EtOH. Solvent was concentrated to provide 1-(4-(hydroxyl)-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile (2 g, 99%). MS (ESI) m/z 249 (M+H)+.

후처리

  1. filtrationThe catalyst was filtered off
  2. washwashed with EtOH
  3. concentrationSolvent was concentrated

출처 및 근거

ORD 기록
ord-33c61dc6ceca4f408ae5c37228645f07
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09284272B2

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