Methyl chloroglyoxylate → HCID 59379802、化合物

HRID 598707ノート

反応式

HRID 598707 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][O:6][C:7](=[O:11])[C:8](Cl)=[O:9].[C:12]1([O:22][CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>C(Cl)Cl>[CH3:5][O:6][C:7](=[O:11])[C:8]([C:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:12]([O:22][CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[CH:13][CH:14]=1)=[O:9]

参加物

5

反応物 3

HCID 79846Methyl chloroglyoxylateHCID 2848155HCID 2848155、化合物HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 59379802HCID 59379802、化合物収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a round bottom flask was added CH2Cl2 (100 mL) followed by the addition of AlCl3 (2.2 g, 16.3 mmol). The suspension was stirred 5 min at room temperature, methylchloroglyoxylate (1.66 mL, 17.88 mmol) was added and stirred an additional 5 min, followed by the addition of 11 (0.841 g, 3.27 mmol). The mixture was stirred at room temperature overnight, quenched with water, neutralized with NaHCO3 and extracted with EtOAc three times. The combined organic extracts were washed with brine, dried over MgSO4, filtered and the solvent removed leaving a brown oil. The material was purified by column chromatography (0-5% MeOH/CH2Cl2) providing 1.08 g of 12 (97%) as a yellow solid. LC-MS: Calculated mass=343. Observed mass=344.

後処理

  1. stirringstirred an additional 5 min
  2. stirringThe mixture was stirred at room temperature overnight
  3. customquenched with water
  4. extractionextracted with EtOAc three times
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customthe solvent removed
  9. customleaving a brown oil
  10. customThe material was purified by column chromatography (0-5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-9280559408c54518a547e991e8ca9675
出典データセット
uspto-grants-2011_03
特許番号
US07897599B2

反応ノート

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