Nitric Acid → 4-Bromo-7-nitro-2,3-dihydro-isoindol-1-one

HRID 1247447ノート

反応式

HRID 1247447 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:11].[N+:12]([O-])([OH:14])=[O:13]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([N+:12]([O-:14])=[O:13])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:11]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 219075094-Bromoisoindolin-1-one

生成物 1

HCID 219075574-Bromo-7-nitro-2,3-dihydro-isoindol-1-one収率 88.9%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

反応条件

温度
0 °C

実験手順

A 0° C. solution of Example 1C (5 g, 23.6 mmol) in 10 mL sulfuric acid was treated with a solution of concentrated nitric acid (1.55 mL, 24.7 mmol) in 10 mL sulfuric acid via addition funnel. The resulting mixture was stirred at 0° C. for 1 hour, warmed to room temperature, stirred overnight, poured over ice, and filtered. The filter cake was washed with water and diethyl ether and then dried to give 5.39 g of the desired product. 1H NMR (300 MHz, DMSO-d6) δ 4.39 (s, 2H); 7.88 (d, J=8.1 Hz, 1H); 8.05 (d, J=8.5 Hz, 1H); 9.17 (s, 1H).

後処理

  1. temperaturewarmed to room temperature
  2. stirringstirred overnight
  3. additionpoured over ice
  4. filtrationfiltered
  5. washThe filter cake was washed with water and diethyl ether
  6. customdried

出典と根拠

ORDレコード
ord-a487b3064f77409c929c07e10e806b0b
出典データセット
uspto-grants-2006_10
特許番号
US07129260B2

反応ノート

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