Hydrochloric Acid → Diethyl 4-acetoxy-4-phenyl-1,3-butanedicarboxylate

HRID 263692ノート

反応式

HRID 263692 の反応式
CN(C1C=CC=CN=1)C.[OH:10][CH:11]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].[C:31](OC(=O)C)(=[O:33])[CH3:32].Cl>N1C=CC=CC=1>[C:31]([O:10][CH:11]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:33])[CH3:32]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 218852-DimethylaminopyridineHCID 19038618Diethyl 4-hydroxy-4-phenyl-1,3-butanedicarboxylate

生成物 1

HCID 19038620Diethyl 4-acetoxy-4-phenyl-1,3-butanedicarboxylate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

5 mg of dimethylaminopyridine was added to a mixed solution comprising 500 mg of diethyl 4-hydroxy-4-phenyl-1,3-butanedicarboxylate, 5 ml of pyridine and 1 ml of acetic anhydride, followed by stirring at room temperature overnight. 2N hydrochloric acid was added to the reaction solution, and then the mixture was extracted with ethyl acetate. The organic layer was washed sequentially with 2N hydrochloric acid, a saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to obtain 497 mg of the above-identified compound as colorless oily substance.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed sequentially with 2N hydrochloric acid
  3. dry with materiala saturated sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate
  4. filtrationThe drying agent was filtered off
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-2f2715a4788d454dab2ffe49e3f9b3d4
出典データセット
uspto-grants-1997_07
特許番号
US05643958

反応ノート

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