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

HRID 234075
ノート
印刷プレビュー

反応式

HRID 234075 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

HCID 15712815Methyl 3-(2-bromophenyl)propanoate収率 68.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
160 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1a8a120b80ac42d28f83f1bfff1d0b12
出典データセット
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05594081

反応ノート

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