Acetic Anhydride → N-(2,3-Dihydro-1H-inden-4-yl)acetamide

HRID 501514

반응식

HRID 501514 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH2:7][CH2:8]2)([O-])=O.[CH3:13][C:14](OC(C)=O)=[O:15]>CO.N1C=CC=CC=1.[Pd]>[CH2:8]1[C:9]2[C:5](=[C:4]([NH:1][C:14](=[O:15])[CH3:13])[CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:7]1

참가 물질

6

반응물 2

HCID 7918Acetic AnhydrideHCID 2535784-Nitroindan

생성물 1

HCID 12683814N-(2,3-Dihydro-1H-inden-4-yl)acetamide

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 1049Pyridine용매

실험 절차

A suspension of commercially available 4-nitroindane (10 g, 61.3 mmol) and 10% Pd/C (1 g) in MeOH (200 mL) was stirred vigorously under an atmosphere of hydrogen overnight at rt. The reaction was filtered through a pad of Celite® and concentrated, and residual solvent was removed by combining the reaction with toluene followed by evaporation. The crude reaction was taken up in pyridine (100 mL), and Ac2O (20 mL) was added and the reaction stirred for 16 h at rt. The reaction was evaporated and the crude product was purified by flash chromatography (5% MeOH in EtOAc/hexane (1:1) to give the title compound (9.12 g).

후처리

  1. filtrationThe reaction was filtered through a pad of Celite®
  2. concentrationconcentrated
  3. customresidual solvent was removed
  4. customthe reaction with toluene
  5. customfollowed by evaporation
  6. customThe crude reaction
  7. stirringthe reaction stirred for 16 h at rt
  8. customThe reaction was evaporated
  9. customthe crude product was purified by flash chromatography (5% MeOH in EtOAc/hexane (1:1)

출처 및 근거

ORD 기록
ord-43436305e3184cd889cf48a2116694a2
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772267B2

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