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Methane → 5-benzyloxy-8-(2-ethoxy-2-hydroxy-acetyl)-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

HRID 969453
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HRID 969453 반응식
[C:1]([C:4]1[C:13]2[O:12][C:11]([CH3:15])([CH3:14])[C:10](=[O:16])[NH:9][C:8]=2[C:7]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[Se](=O)=O.C.[OH2:29].[O:30]1CCO[CH2:32][CH2:31]1>>[CH2:18]([O:17][C:7]1[C:8]2[NH:9][C:10](=[O:16])[C:11]([CH3:15])([CH3:14])[O:12][C:13]=2[C:4]([C:1](=[O:3])[CH:2]([O:30][CH2:31][CH3:32])[OH:29])=[CH:5][CH:6]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 297MethaneHCID 962WaterHCID 24007Selenium DioxideHCID 312751,4-DioxaneHCID 694623038-acetyl-5-benzyloxy-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

생성물 1

HCID 590172615-benzyloxy-8-(2-ethoxy-2-hydroxy-acetyl)-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

실험 절차

9.6 g (30 mmol) 8-acetyl-5-benzyloxy-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one, 3.3 g (30 mmol) selenium dioxide and activated charcoal are stirred for 7 hours in 90 mL dioxane and 2 mL water at reflux temperature. The solid is suction filtered, the filtrate is evaporated down and the residue is refluxed for 30 minutes in 100 ml of ethanol. The solvent is distilled off and the residue is dissolved in 125 mL ethyl acetate. It is extracted successively with potassium carbonate solution and water, dried with sodium sulphate and evaporated down. The oil remaining (10.1 g) is further reacted directly.

후처리

  1. filtrationfiltered
  2. customthe filtrate is evaporated down
  3. temperaturethe residue is refluxed for 30 minutes in 100 ml of ethanol
  4. distillationThe solvent is distilled off
  5. dissolutionthe residue is dissolved in 125 mL ethyl acetate
  6. extractionIt is extracted successively with potassium carbonate solution and water
  7. dry with materialdried with sodium sulphate
  8. customevaporated down
  9. customis further reacted directly

출처 및 근거

ORD 기록
ord-024ca60da1444369a28f002d212879ce
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07307076B2

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