Ethanol → 5-tert-Butyl-3-ethoxy-3H-isobenzofuran-1-one

HRID 1644209ノート

反応式

HRID 1644209 の反応式
[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:13]2[O:14]CC(C)(C)N=2)=[C:9]([CH:12]=1)[CH:10]=[O:11])([CH3:4])([CH3:3])[CH3:2].[CH2:20](O)[CH3:21].S(=O)(=O)(O)[OH:24]>O>[C:1]([C:5]1[CH:12]=[C:9]2[C:8](=[CH:7][CH:6]=1)[C:13](=[O:14])[O:24][CH:10]2[O:11][CH2:20][CH3:21])([CH3:2])([CH3:3])[CH3:4]

参加物

5

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 580161935-(tert-Butyl)-2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)benzaldehyde

生成物 1

HCID 580162095-tert-Butyl-3-ethoxy-3H-isobenzofuran-1-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3.66 g (14.1 mmol) of 5-tert-Butyl-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde was weighed into a 200 mL round bottom flask fitted with a stir bar and reflux condenser. Added 75 mL of ethanol and stirred to obtain a clear solution. Added 50 mL of 50% aqueous sulfuric acid. Stirred at reflux for 22 hr. Poured the reaction mixture into 400 mL water. Extracted the aqueous mixture with 2×200 mL CH2Cl2. Combined the organic extracts and washed with 200 mL brine. Dried over Na2SO4 and removed the solvent on rotavap. Dried under high vacuum to obtain 2.9 g of the title compound as an off-white solid. MS (ESI) 235 (M+H)+.

後処理

  1. customfitted with a stir bar
  2. temperaturereflux condenser
  3. customto obtain a clear solution
  4. stirringStirred
  5. temperatureat reflux for 22 hr
  6. extractionExtracted the aqueous mixture with 2×200 mL CH2Cl2
  7. washwashed with 200 mL brine
  8. dry with materialDried over Na2SO4
  9. customremoved the solvent on rotavap
  10. customDried under high vacuum

出典と根拠

ORDレコード
ord-f20cadf80b014a1bb2d4c3c43bcb7620
出典データセット
uspto-grants-2012_02
特許番号
US08124604B2

反応ノート

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