Hydrochloric Acid → 2-Isopropyl-4,5-dimethoxy-benzaldehyde

HRID 38328ノート

反応式

HRID 38328 の反応式
[CH:1]([C:4]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[CH:15][C:5]=1[CH:6]=NC(C(C)C)C(C)C)([CH3:3])[CH3:2].Cl.C1C[O:27]CC1>>[CH:1]([C:4]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[CH:15][C:5]=1[CH:6]=[O:27])([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 59598696(2-Isopropyl4,5-dimethoxy-benzylidene)-(1-isopropyl-2-methyl-propyl)-amine

生成物 1

HCID 541451142-Isopropyl-4,5-dimethoxy-benzaldehyde収率 43%

実験手順

(2-Isopropyl-4,5-dimethoxy-benzylidene)-(1-isopropyl-2-methyl-propyl)-amine was dissolved in 30 ml of THF. HCl (4.1 mL, 4 M) was added and the mixture was warmed to reflux. After 3 hours the mixture was cooled concentrated in vacuo. 100 mL of H2O was added and the mixture was extracted with ethyl acetate, washed with H2O and then with brine. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo to give an orange oil. Purification via flash chromatography (85:15 hexane/ethyl acetate) gave 2-isopropyl-4,5-dimethoxy-benzaldehyde (0.331 g, 43%) as a clear oil

後処理

  1. temperaturethe mixture was warmed to reflux
  2. temperatureAfter 3 hours the mixture was cooled
  3. concentrationconcentrated in vacuo
  4. addition100 mL of H2O was added
  5. extractionthe mixture was extracted with ethyl acetate
  6. washwashed with H2O
  7. dry with materialThe combined organic layers were dried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customto give an orange oil
  11. customPurification via flash chromatography (85:15 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-b1dcbef1739948fe87cc9c46b0f68caa
出典データセット
uspto-grants-2013_09
特許番号
US08524725B2

反応ノート

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