Water → 1,4-Benzenediacetic acid, dimethyl ester

HRID 1790380노트

반응식

HRID 1790380 반응식
Br[CH2:2][CH2:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.C[Mg]Br.[OH2:15].[C:16]([O:19][CH2:20]C)(=[O:18])C.[O:22]1[CH2:26]CCC1>C(OCC)C>[C:7]1([CH2:8][C:16]([O:19][CH3:20])=[O:18])[CH:10]=[CH:11][C:4]([CH2:3][C:2]([O:22][CH3:26])=[O:15])=[CH:5][CH:6]=1

참가 물질

7

반응물 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 110851354-(2-Bromoethyl)benzaldehydeHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 5207741,4-Benzenediacetic acid, dimethyl ester수율 83.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

4-(2-Bromoethyl)benzaldehyde (3.245 g) was dissolved in tetrahydrofuran (60 ml). Under ice cooling, a 3 M solution (4.9 ml) of methylmagnesium bromide in diethyl ether was added dropwise thereinto and the resultant mixture was stirred for 1.5 hr. After adding water and ethyl acetate, the layers were separated and the organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (2.745 g) as a brown oil (yield: 83.8%).

후처리

  1. customthe layers were separated
  2. washthe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was then purified by silica gel column chromatography (hexane/ethyl acetate system)

출처 및 근거

ORD 기록
ord-37b599736875400c8225ce2333f92727
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071201B2

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