Ethyl bromoacetate → Ethyl 2-(4-acetyl-2-methylphenoxy)acetate

HRID 1909571

반응식

HRID 1909571 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[CH3:11].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([O:1][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[C:3]([CH3:11])[CH:4]=1)(=[O:10])[CH3:9]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 701354'-Hydroxy-3'-methylacetophenone

생성물 1

HCID 21986544Ethyl 2-(4-acetyl-2-methylphenoxy)acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1-(4-hydroxy-3-methylphenyl)ethanone (5 g, 33.3 mmol), ethyl 2-bromoacetate (1.1 eq.), and cesium carbonate (2 eq.) in acetonitrile (200 mL) was stirred at room temperature overnight. The acetonitrile was removed in vacuo, and the crude oil was dissolved in ethyl acetate (50 mL) and washed with 1M HCl (2×50 mL), water (2×50 mL), and brine (50 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to obtain ethyl 2-(4-acetyl-2-methylphenoxy)acetate (683).

후처리

  1. customThe acetonitrile was removed in vacuo
  2. dissolutionthe crude oil was dissolved in ethyl acetate (50 mL)
  3. washwashed with 1M HCl (2×50 mL), water (2×50 mL), and brine (50 mL)
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-643e1ec6f4d74f45bb7fafa11fbbb248
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598374B2

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