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

HRID 1534037
ノート
印刷プレビュー

反応式

HRID 1534037 の反応式
[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]
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

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
0 °C

実験手順

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).

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

後処理

  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

出典と根拠

ORDレコード
ord-9356601a39c84ef68baab74aecd9d3ea
出典データセット
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05086074

反応ノート

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