2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-Acetyl-7-(benzyloxy)quinolin-2(1H)-one

HRID 33381노트

반응식

HRID 33381 반응식
[C:1]([C:4]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:22])[NH:9]2)(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([C:4]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:22])[NH:9]2)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 210728505-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one

생성물 1

HCID 210728495-Acetyl-7-(benzyloxy)quinolin-2(1H)-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

13.0 g (44 mmol) 5-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one are suspended in 130 mL dioxane and combined with 15.0 g (66 mmol) of 2,3-dichloro-5,6-dicyanobenzoquinone. The mixture is refluxed for 30 minutes, cooled to ambient temperature and stirred for a further 2 hours. The solid is filtered off, washed with dioxane and dissolved in 600 mL dichloromethane/methanol (9:1). The solution is washed with sodium hydrogen carbonate solution, dried with sodium sulphate and evaporated down. Then the residue is suspended in methanol, filtered and dried.

후처리

  1. temperatureThe mixture is refluxed for 30 minutes
  2. filtrationThe solid is filtered off
  3. washwashed with dioxane
  4. dissolutiondissolved in 600 mL dichloromethane/methanol (9:1)
  5. washThe solution is washed with sodium hydrogen carbonate solution
  6. dry with materialdried with sodium sulphate
  7. customevaporated down
  8. filtrationfiltered
  9. customdried

출처 및 근거

ORD 기록
ord-77418d8c43974fee8734f31649c38fcb
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429583B2

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