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3,3-Dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one → 3,3-Dimethyl-4-[(1-methyl)ethyl]oxycarbonyl-1,2,3,4-tetrahydroquinoxalin-2-one

HRID 1378773
ノート
印刷プレビュー

反応式

HRID 1378773 の反応式
Cl[C:2]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6](=[O:14])[C:5]1([CH3:16])[CH3:15])=[O:3].CC1(C)NC2C(=CC=CC=2)NC1=O.FC1C=C2C(=CC=1)NC(=O)C(C)(C)N2.[CH3:44][CH:45]([CH3:47])[O-:46].[Li+]>CC(O)C>[CH3:15][C:5]1([CH3:16])[N:4]([C:2]([O:46][CH:45]([CH3:47])[CH3:44])=[O:3])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]1=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 5952033,3-Dimethyl-1,2,3,4-tetrahydroquinoxalin-2-oneHCID 229128184-Chlorocarbonyl-3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-oneHCID 229128926-Fluoro-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-oneHCID 23673350Lithium propan-2-olate

生成物 1

HCID 229128453,3-Dimethyl-4-[(1-methyl)ethyl]oxycarbonyl-1,2,3,4-tetrahydroquinoxalin-2-one

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To 2.28 g of 4-chlorocarbonyl-3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one (prepared by the method of Example 32 but using 3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one rather than 6-fluoro-3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one) in 25 ml of 2-propanol (the starting material is not all in solution) are added 0.694 g of lithium isopropoxide. After about 1.5 hr the reaction mixture became homogeneous and then again heterogeneous as the product precipitated out. After a total of 2 hr the solvent is removed under reduced pressure and the residue is partitioned between dichloromethane and saline. The organic layers are dried over sodium sulfate and the filtrate is concentrated. Ether is added and the resulting solid is collected to give the title compound, NMR (CDCl3) 1.28, 1.63, 5.01, 6.80, 6.98-7.11, 7.27, 7.96 δ.

後処理

  1. customagain heterogeneous as the product precipitated out
  2. customAfter a total of 2 hr the solvent is removed under reduced pressure
  3. customthe residue is partitioned between dichloromethane and saline
  4. dry with materialThe organic layers are dried over sodium sulfate
  5. concentrationthe filtrate is concentrated
  6. additionEther is added
  7. customthe resulting solid is collected

出典と根拠

ORDレコード
ord-1bfd486817994e32ad19f42d8d0e179f
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05668282

反応ノート

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