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Ethyl bromoacetate → HCID 86596912, 화합물

HRID 1992535
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HRID 1992535 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]([CH:26]([CH3:28])[CH3:27])=[C:12]([CH2:14][CH2:15][C:16]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([CH3:25])[CH:19]=2)=[O:17])[N:13]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]([CH:26]([CH3:28])[CH3:27])=[C:12]([CH2:14][CH2:15][C:16]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])=[C:20]([CH3:25])[CH:19]=2)=[O:17])[N:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 12993428HCID 12993428, 화합물

생성물 1

HCID 86596912HCID 86596912, 화합물수율 92.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The synthetic intermediate of Example 1, namely 3-[2-(2,4-dichlorophenyl)-5-isopropyl-4-oxazolyl]-1-(3-methyl-4-hydroxyphenyl)propan-1-one (105 mg, 0.25 mmol) and potassium carbonate (103 mg, 0.75 mmol) were suspended in acetone (3 mL). Ethyl bromoacetate (0.08 mL, 0.75 mmol) was added to the suspension while cooling with ice. The suspension was allowed to room temperature, and refluxed while heating for 6 hours. Insolubles were filtered, and washed with acetone. Subsequently, the solvent was distilled off. The residue was purified by column chromatography on silica gel with hexane/ethyl acetate (7/1-4/1) to give the subject compound (117 mg) as colorless oil (yield 92%)

후처리

  1. temperaturewhile cooling with ice
  2. customwas allowed to room temperature
  3. temperaturerefluxed
  4. temperaturewhile heating for 6 hours
  5. filtrationInsolubles were filtered
  6. washwashed with acetone
  7. distillationSubsequently, the solvent was distilled off
  8. customThe residue was purified by column chromatography on silica gel with hexane/ethyl acetate (7/1-4/1)

출처 및 근거

ORD 기록
ord-fa5255c5b80f46c396baa59ad635cc3c
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07648999B2

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