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Bromine → 4-bromo-5,6,7,8-tetrahydro-1(2H)-Isoquinolinone

HRID 1713397
ノート
印刷プレビュー

反応式

HRID 1713397 の反応式
[C:1]1(=[O:11])[C:10]2[CH:5]([CH2:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.[Br:12]Br.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl>[Br:12][C:4]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:1](=[O:11])[NH:2][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 66591041HCID 66591041、化合物2 回

生成物 1

HCID 594638144-bromo-5,6,7,8-tetrahydro-1(2H)-Isoquinolinone収率 96.4%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

32.4 g (217 mmol) of tetrahydroisoquinolinone (compound 5) is dissolved in 300 ml of chloroform at 5° C. and then 11.2 ml (34.7 g, 217 mmol) of bromine, dissolved in 150 ml of chloroform, are added dropwise over the course of 1 h. The mixture is stirred while cooling in ice for a further hour and then neutralized with 150 ml of saturated NaHCO3 solution and filtered with suction. The organic phase of the filtrate is extracted with dichloromethane and concentrated. The residue is mixed with ethyl acetate, filtered off with suction and dried together with the first residue in a vacuum drying oven at 45° C. 47.7 g (96%) of colorless bromide are obtained.

後処理

  1. additionare added dropwise over the course of 1 h
  2. temperaturewhile cooling in ice for a further hour
  3. filtrationfiltered with suction
  4. extractionThe organic phase of the filtrate is extracted with dichloromethane
  5. concentrationconcentrated
  6. additionThe residue is mixed with ethyl acetate
  7. filtrationfiltered off with suction
  8. customdried together with the first residue in a vacuum
  9. customdrying oven at 45° C

出典と根拠

ORDレコード
ord-3db7efe3e18e47fab619b84bcd5d9e40
出典データセット
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07795278B2

反応ノート

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