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Oxalyl chloride → 5-Bromo-1,2,3,4-tetrahydronaphthalen-1-one

HRID 1534037
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HRID 1534037 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O.C(Cl)(=O)C(Cl)=O>C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[CH2:8][CH2:9][CH2:10][C:11]2=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 133302304-(2-Bromophenyl)butanoic acid

생성물 1

HCID 108895725-Bromo-1,2,3,4-tetrahydronaphthalen-1-one수율 92%

시약·촉매·용매 1

HCID 241Benzene용매

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온도
0 °C

실험 절차

To a benzene solution (60 ml) of 4-(o- bromophenyl) butyric acid (5 g) was added oxalyl chloride (3.6 ml) and the reaction refluxed for 1 1/2 hrs. The solution was evaporated to dryness, the residue was dissolved in CH2Cl2 (50 ml) then cooled to 0° C., followed by the addition of AlCl3 (3.1 g). The mixture was stirred at 0° C. warming to room temperature overnight. The reaction was poured onto ice, then extracted with CH2Cl2. The organic layer was separated, washed with IN NaOH, then brine, separated, dried (MgSO4), filtered and evaporated affording the desired product (4.26 g).

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후처리

  1. temperaturethe reaction refluxed for 1 1/2 hrs
  2. customThe solution was evaporated to dryness
  3. dissolutionthe residue was dissolved in CH2Cl2 (50 ml)
  4. additionfollowed by the addition of AlCl3 (3.1 g)
  5. temperaturewarming to room temperature overnight
  6. additionThe reaction was poured onto ice
  7. extractionextracted with CH2Cl2
  8. customThe organic layer was separated
  9. washwashed with IN NaOH
  10. custombrine, separated
  11. dry with materialdried (MgSO4)
  12. filtrationfiltered
  13. customevaporated

출처 및 근거

ORD 기록
ord-9356601a39c84ef68baab74aecd9d3ea
출처 데이터셋
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05086074

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