Water → HCID 54395130、化合物

HRID 384584

反応式

HRID 384584 の反応式
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[OH-].[Na+].O.[OH:9][C:10]([CH3:24])([CH3:23])[C:11]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][OH:22])=[CH:15][CH:14]=1)=[O:12]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.COCCOC>[OH:9][C:10]([CH3:24])([CH3:23])[C:11]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][CH2:1][CH:3]2[CH2:4][O:5]2)=[CH:15][CH:14]=1)=[O:12]

参加物

7

反応物 4

HCID 962WaterHCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 862662-Hydroxy-1-(4-(hydroxyethoxy)phenyl)-2-methyl-1-propanone

生成物 1

HCID 54395130HCID 54395130、化合物

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

Epichlorohydrin (24 g, 0.261 mol) is added to a mixture of 16.31 g (0.408 mol) of sodium hydroxide, 45 ml of water, and 0.761 g (2.24 mmol) of tetrabutylammonium hydrogen sulfate that is previously cooled in an ice-water bath for 20 minutes. To this mixture is added dropwise over 45 minutes with rapid stirring, a solution of 10.32 g (46.0 mmol) of 2-hydroxy-1-[4-(2-hydroxy-ethoxy)phenyl]-2-methylpropan-1-one in 95 ml of 1,2-dimethoxyethane. The reaction mixture is stirred overnight at room temperature. The aqueous layer is removed, and the organic layer is concentrated. Purification by flash chromatography on silica gel (1:1 heptane:ethyl acetate) affords 9.20 g (71% of theoretical yield) of the title compound, a pale yellow liquid.

後処理

  1. temperatureis previously cooled in an ice-water bath for 20 minutes
  2. additionTo this mixture is added dropwise over 45 minutes with rapid stirring
  3. customThe aqueous layer is removed
  4. concentrationthe organic layer is concentrated
  5. customPurification by flash chromatography on silica gel (1:1 heptane:ethyl acetate)
  6. customaffords

出典と根拠

ORDレコード
ord-7c56b95367ff400fbe725bfb25a67097
出典データセット
uspto-grants-2013_02
特許番号
US08367743B2

関連ノート

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