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Bromine → 1-Methoxycarbonylmethoxy-5-oxo-6-bromo-5,6,7,8-tetrahydronaphthalene

HRID 965343
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HRID 965343 반응식
[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[C:16]2[CH2:15][CH2:14][CH2:13][C:12](=[O:17])[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:4].[Br:18]Br>ClCCl>[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[C:16]2[CH2:15][CH2:14][CH:13]([Br:18])[C:12](=[O:17])[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:4]
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참가 물질

4

반응물 2

HCID 24408BromineHCID 141811861-Methoxycarbonylmethoxy-5-oxo-5,6,7,8-tetrahydronaphthalene

생성물 1

HCID 226291671-Methoxycarbonylmethoxy-5-oxo-6-bromo-5,6,7,8-tetrahydronaphthalene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-methoxycarbonylmethoxy-5-oxo-5,6,7,8-tetrahydronaphthalene (0.5 g) in dry dichloromethane (3 ml) was added bromine (0.14 ml) at 0° C. The mixture was warmed up to room temperature, stirred for 2 hours. The mixture was washed with an aqueous saturated sodium bicarbonate, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (30 ml) using a mixture of dichloromethane--n-hexane. The desired fractions were collected and evaporated in vacuo to give 1-methoxycarbonylmethoxy-5-oxo-6-bromo-5,6,7,8-tetrahydronaphthalene (0.41 g). The crude crystal (50 mg) was recrystallized from ethyl acetate--n-hexane to give 31 mg as a white crystal.

후처리

  1. washThe mixture was washed with an aqueous saturated sodium bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was chromatographed on silica gel (30 ml)
  5. additiona mixture of dichloromethane
  6. customThe desired fractions were collected
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-c9a75564b34d4ff887edeb8722180488
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05773530

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