Iodoethane → 6-Bromo-4-ethyl-2,2,7-trimethyl-4H-benzo[1,4]oxazin-3-one

HRID 2239240ノート

反応式

HRID 2239240 の反応式
[Br:1][C:2]1[C:3]([CH3:15])=[CH:4][C:5]2[O:10][C:9]([CH3:12])([CH3:11])[C:8](=[O:13])[NH:7][C:6]=2[CH:14]=1.[OH-].[K+].[CH2:18](I)[CH3:19]>CS(C)=O>[Br:1][C:2]1[C:3]([CH3:15])=[CH:4][C:5]2[O:10][C:9]([CH3:11])([CH3:12])[C:8](=[O:13])[N:7]([CH2:18][CH3:19])[C:6]=2[CH:14]=1

参加物

5

反応物 3

HCID 6340IodoethaneHCID 14797Potassium HydroxideHCID 685856146-Bromo-2,2,7-trimethyl-4H-benzo[1,4]oxazin-3-one

生成物 1

HCID 685847416-Bromo-4-ethyl-2,2,7-trimethyl-4H-benzo[1,4]oxazin-3-one収率 95%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

Compound 1B (1.0 g, 3.7 mmol) was dissolved in 25 mL of DMSO and added to a prestirred 2.0 M solution of potassium hydroxide (415 mg, 7.4 mmol) in DMSO. Next, ethyl iodide (0.6 mL, 7.4 mmol) was added and the reaction stirred at room temperature overnight. The reaction was quenched with 75 mL of water and extracted with dichloromethane. The combined organic extracts were dried over magnesium sulfate, filtered and excess solvent removed to yield 1.04 g (95%) of desired product. MS (electrospray): mass calculated for C13H16BrNO2, 297.04; m/z found 298, [M+H]+.

後処理

  1. customThe reaction was quenched with 75 mL of water
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined organic extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. customexcess solvent removed

出典と根拠

ORDレコード
ord-699c33e2a6b94064bceaf2f677b9452e
出典データセット
uspto-grants-2010_05
特許番号
US07723326B2

反応ノート

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