Hydrochloric Acid → HCID 59218337、化合物

HRID 2246406ノート

反応式

HRID 2246406 の反応式
[CH2:1]([O:3][C:4](=[O:9])[CH2:5][C:6]([CH3:8])=O)[CH3:2].[CH3:10][O:11][C:12]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:13]=1[CH:14]=O.[NH2:35][C:36]([NH2:38])=[O:37].Cl>O1CCCC1>[CH2:1]([O:3][C:4]([C:5]1[CH:14]([C:13]2[C:16]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:17][CH:18]=[CH:19][C:12]=2[O:11][CH3:10])[NH:35][C:36](=[O:37])[NH:38][C:6]=1[CH3:8])=[O:9])[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1176UreaHCID 8868Ethyl AcetoacetateHCID 85902263HCID 85902263、化合物

生成物 1

HCID 59218337HCID 59218337、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethylacetoacetate (1.13 g, 8.6 mmol), 2-methoxy-6-pentadecyl benzaldehyde (3 g, 8.6 mmol) and urea (1.04 g, 17.3 mmol) in tetrahydrofuran (20 mL) was heated to reflux (65-70° C.) in the presence of hydrochloric acid (30%) for 7 h. The reaction mixture after being cooled to room temperature was poured into crushed ice (20 g) and stirred for 5 min. The viscous liquid was extracted with ethylacetate (40 mL) and was washed with 1N hydrochloric acid, water, sodium bicarbonate and brine. After drying over anhydrous sodium sulfate, the solvent was evaporated to yield light yellow oil. This crude product was purified by flash column chromatography and recrystallised from hexane to get white crystalline solid of title compound.

後処理

  1. additionwas poured
  2. extractionThe viscous liquid was extracted with ethylacetate (40 mL)
  3. washwas washed with 1N hydrochloric acid, water, sodium bicarbonate and brine
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. customthe solvent was evaporated
  6. customto yield light yellow oil
  7. customThis crude product was purified by flash column chromatography
  8. customrecrystallised from hexane

出典と根拠

ORDレコード
ord-33fb8634dac441279a69ed30a386f76e
出典データセット
uspto-grants-2010_03
特許番号
US07687511B2

反応ノート

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