Hydrochloric Acid → HCID 54285185、化合物

HRID 249554ノート

反応式

HRID 249554 の反応式
C[C:2]1(C)[O:6][CH:5]([CH2:7][C:8](=[O:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:4](=[O:16])[O:3]1.Cl>C1(C)C=CC=CC=1.C[O-].[Na+]>[OH:6][CH:5]([CH2:7][C:8](=[O:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:4]([O:3][CH3:2])=[O:16]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 19761817HCID 19761817、化合物

生成物 1

HCID 54285185HCID 54285185、化合物収率 84.8%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 10942334Sodium Methoxide溶媒

実験手順

To a solution of ethyl 4-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)-3-oxobutanoate (480 mg, 1.97 mmol) in toluene (2.0 ml), sodium methoxide (1M in methanol) (2.1 ml) was dropwise added at 0° C. in an argon atmosphere and stirred for 30 minutes. To the mixture, 1N hydrochloric acid (2.1 ml) was dropwise added and the mixture was stirred at room temperature for 15 minutes. After evaporating off the most of the organic solvent under reduced pressure, the mixture was extracted with ethyl acetate and washed with a saturated saline and a phosphate buffer (pH 7.0). The organic layers were combined, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=5:1) to give pure 1-methyl 6-ethyl 2-hydroxy-4-oxoadipate (366 mg, 1.67 mmol). Yield, 85 %.

後処理

  1. stirringthe mixture was stirred at room temperature for 15 minutes
  2. customAfter evaporating off the most of the organic solvent under reduced pressure
  3. extractionthe mixture was extracted with ethyl acetate
  4. washwashed with a saturated saline
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a3b7dbd6fd97436889d83a527cc76e0e
出典データセット
uspto-grants-1993_05
特許番号
US05214197

反応ノート

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