Acetone → HCID 66611398、化合物

HRID 330835ノート

反応式

HRID 330835 の反応式
Br[CH2:2][CH2:3][CH3:4].C([O-])([O-])=O.[K+].[K+].CC(C)=O.[CH3:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[C:22]([OH:24])[CH:21]=[CH:20][C:19]=1[I:25]>O>[CH3:15][O:16][C:17](=[O:26])[C:18]1[CH:23]=[C:22]([O:24][CH2:2][CH2:3][CH3:4])[CH:21]=[CH:20][C:19]=1[I:25]

参加物

6

反応物 4

HCID 180AcetoneHCID 78401-Bromopropane2 回HCID 11430Potassium Carbonate2 回HCID 22349232Methyl 5-hydroxy-2-iodobenzoate

生成物 1

HCID 66611398HCID 66611398、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2.97 mL (32.7 mmol) 1-bromopropane and 299 mg (1.80 mmol) KI are added to a mixture of 3.39 g (24.5 mmol) K2CO3 and 200 mL acetone. The mixture is stirred for 30 min at reflux. Subsequently, 5.00 g (18.0 mmol) methyl-5-hydroxy-2-iodobenzoate are added and the resulting mixture is refluxed for 2 h. One additional equivalent of 1-bromopropane and of K2CO3 is added and refluxing is continued for 12 h. Water is added and the mixture is extracted with EtOAc. The organic layer is dried over sodium sulphate and the solvent is removed in vacuo. The crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40). The product is used without further characterization.

後処理

  1. temperatureat reflux
  2. temperaturethe resulting mixture is refluxed for 2 h
  3. temperaturerefluxing
  4. waitis continued for 12 h
  5. extractionthe mixture is extracted with EtOAc
  6. dry with materialThe organic layer is dried over sodium sulphate
  7. customthe solvent is removed in vacuo
  8. customThe crude product is purified by column chromatography (silica gel, heptane/EtOAc 100/0→60/40)

出典と根拠

ORDレコード
ord-96c57ac3370d49e88fa044fe82c12f16
出典データセット
uspto-grants-2014_11
特許番号
US08877754B2

反応ノート

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