Water → HCID 15337396、化合物

HRID 441157

反応式

HRID 441157 の反応式
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[C:10]=2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:5][CH:4]=1.C1C=C(C([O-])=[O:32])C(C(O[O-])=O)=CC=1.[Mg+2].[OH2:39].C([O-])(O)=O.[Na+]>C(Cl)Cl.CO.CCOC(C)=O>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[C:10]=2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:7][CH:8]=1)(=[O:32])=[O:39]

参加物

8

反応物 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 10130449Monoperoxyphthalic Acid Magnesium SaltHCID 15337399HCID 15337399、化合物

生成物 1

HCID 15337396HCID 15337396、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To an ice cold solution of the compound from Step 1 (525 mg, 1.6 mmol) in CH2Cl2 (16 mL) and MeOH (1.6 mL) was added MMPP (1.09 g, tech. 80%, 1.76 mmol). The resulting suspension was stirred at r.t. for 3 hrs. The reaction was diluted with EtOAc and a 1:1 mixture of H2O and saturated aqueous NaHCO3 and extracted. The aqueous layer was extracted one more time with EtOAc. The combined organic extracts were dried over MgSO4 and concentrated to dryness. The crude product was purified first by flash chromatography, eluted with EtOAc in hexane 35%, and then crystallized from EtOAc/Hexane (1:1, 20 mL) to give the title compound as a bright orange solid.

後処理

  1. extractionextracted
  2. extractionThe aqueous layer was extracted one more time with EtOAc
  3. dry with materialThe combined organic extracts were dried over MgSO4
  4. concentrationconcentrated to dryness
  5. customThe crude product was purified first by flash chromatography
  6. washeluted with EtOAc in hexane 35%
  7. customcrystallized from EtOAc/Hexane (1:1, 20 mL)

出典と根拠

ORDレコード
ord-412b7d6753d94ec6b6ce90b88f8f6fd9
出典データセット
uspto-grants-1996_05
特許番号
US05521213

関連ノート

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