Ethoxalyl chloride → HCID 66880855、化合物

HRID 1844534ノート

反応式

HRID 1844534 の反応式
Cl[C:2](=[O:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:13][O:14][CH2:15][CH2:16][S:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(Cl)Cl>[CH2:6]([O:5][C:3](=[O:4])[C:2]([C:21]1[CH:22]=[CH:23][C:18]([S:17][CH2:16][CH2:15][O:14][CH3:13])=[CH:19][CH:20]=1)=[O:8])[CH3:7]

参加物

5

反応物 3

HCID 20884Ethoxalyl chlorideHCID 40561742-METHOXYETHYL PHENYL SULFIDEHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 66880855HCID 66880855、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Ethyl chloroglyoxylate (8.76 mL) was added dropwise to a suspension of aluminum chloride (13.2 g, crushed) in methylene chloride (127 mL) under stirring and cooling with ice, and (2-methoxyethyl)phenylsulfide (12.0 g) was added dropwise thereto. The mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into ice water (200 mL), and the mixture was stirred for 10 minutes. The organic layer was separated, washed with a saturated aqueous sodium hydrogen carbonate solution (40 mL×3), and washed with saturated brine (60 mL). The washed organic layer was dried over anhydrous sodium sulfate, filtrated, and evaporated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, hexane:ethyl acetate=4:1) to give 2-[4-(2-methoxyethylthio)phenyl]-2-oxoacetic acid ethyl ester (1.98 g).

後処理

  1. additionwas added dropwise
  2. stirringThe mixture was stirred at room temperature for 2 hours
  3. stirringthe mixture was stirred for 10 minutes
  4. customThe organic layer was separated
  5. washwashed with a saturated aqueous sodium hydrogen carbonate solution (40 mL×3)
  6. washwashed with saturated brine (60 mL)
  7. dry with materialThe washed organic layer was dried over anhydrous sodium sulfate
  8. filtrationfiltrated
  9. customevaporated under reduced pressure
  10. customThe obtained residue was purified by column chromatography (silica gel, hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-9a86842437eb420f9dabc433690f8d81
出典データセット
uspto-grants-2015_02
特許番号
US08946440B2

反応ノート

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