N-bromobutanimide → HCID 66643774, 화합물

HRID 1258310노트

반응식

HRID 1258310 반응식
[CH3:1][C:2]1([CH3:16])[O:6][C:5]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=[CH:4][C:3]1=[O:15].C1C(=O)N([Br:24])C(=O)C1>C(Cl)(Cl)Cl.C(Cl)Cl>[Br:24][C:4]1[C:3](=[O:15])[C:2]([CH3:16])([CH3:1])[O:6][C:5]=1[C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 595801574-(5,5-Dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile

생성물 1

HCID 66643774HCID 66643774, 화합물수율 31%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 4-(5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile (1.2 g, 5.60 mmol) in CHCl3 (12 mL), NBS (1.1 g, 6.00 mmol) was added portionwise at RT. The reaction mixture was then stirred for 3 h and diluted with DCM (100 mL). The combined organic layers were washed with water (30 mL) and brine (30 mL), dried over Na2SO4, filtered, and then concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography to afford 4-(3-bromo-5,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)benzonitrile (0.50 g, 31%) as an off white solid.

후처리

  1. washThe combined organic layers were washed with water (30 mL) and brine (30 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto obtain the crude product
  6. customThe crude material was purified via silica gel column chromatography

출처 및 근거

ORD 기록
ord-f886508a4287424fa42132423c5b19ae
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466148B2

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