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Lithium Chloride → Methyl 3-(2-bromophenyl)propanoate

HRID 234075
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HRID 234075 반응식
[Br:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH2:4][CH:5](C(OC)=O)[C:6]([O:8][CH3:9])=[O:7].[Cl-].[Li+]>CS(C)=O.O>[Br:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7]
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참가 물질

5

반응물 2

HCID 433294Lithium ChlorideHCID 23358293Dimethyl [(2-bromophenyl)methyl]propanedioate

생성물 1

HCID 15712815Methyl 3-(2-bromophenyl)propanoate수율 68.6%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
160 °C

실험 절차

Dimethyl 2-(2-bromobenzyl)malonate (54.25 g) was dissolved in a mixture of dimethylsulfoxide (220 ml) and water (3.24 ml), and lithium chloride (15.27 g) was added. The mixture was stirred at 160° C. of a bath temperature for 7.5 hours. After the reaction mixture was left standing for cooling, the solvent was removed by distillation under reduced pressure. The residual concentrate was poured into water, extracted with toluene. The organic layer obtained was washed twice with water and once with a saturated aqueous saline, dried over sodium sulfate, the solvent was removed by distillation under reduced pressure, and the residual concentrate was distilled under reduced pressure (96°-98° C./0.5 mmHg) to give the title compound (30.05 g).

후처리

  1. additionwas added
  2. waitAfter the reaction mixture was left
  3. temperaturefor cooling
  4. customthe solvent was removed by distillation under reduced pressure
  5. concentrationThe residual concentrate
  6. additionwas poured into water
  7. extractionextracted with toluene
  8. customThe organic layer obtained
  9. washwas washed twice with water and once with a saturated aqueous saline
  10. dry with materialdried over sodium sulfate
  11. customthe solvent was removed by distillation under reduced pressure
  12. concentrationthe residual concentrate
  13. distillationwas distilled under reduced pressure (96°-98° C./0.5 mmHg)

출처 및 근거

ORD 기록
ord-1a8a120b80ac42d28f83f1bfff1d0b12
출처 데이터셋
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05594081

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