Water → HCID 54395130, 화합물

HRID 384584

반응식

HRID 384584 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 54395130HCID 54395130, 화합물

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7c56b95367ff400fbe725bfb25a67097
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367743B2

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