3-Nitrobenzoic acid → 3-Bromo-5-nitrobenzoic acid

HRID 541735

반응식

HRID 541735 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[Br:13]N1C(=O)CCC1=O>S(=O)(=O)(O)O>[Br:13][C:11]1[CH:10]=[C:6]([CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=1)[C:7]([OH:9])=[O:8]

참가 물질

4

반응물 2

HCID 84973-Nitrobenzoic acidHCID 67184N-bromobutanimide

생성물 1

HCID 2393363-Bromo-5-nitrobenzoic acid수율 97.1%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
60 °C

실험 절차

m-Nitrobenzoic acid (11.2 g, 67.0 mmol) was taken up in sulfuric acid (30 mL) and heated to 60° C. To this solution was added N-bromosuccinimide (14.3 g, 80.4 mmol) in three portions each over a 15 minute period. After stirring for 2 h, the mixture was poured into crushed ice (100 g) to precipitate a solid. The solid was filtered, washed with water followed by hexanes to give the desired product (16 g, 97%). LCMS for C7H3BrNO4 (M−H)+: m/z=244.0, 246.0.

후처리

  1. additionthe mixture was poured
  2. customto precipitate a solid
  3. filtrationThe solid was filtered
  4. washwashed with water

출처 및 근거

ORD 기록
ord-4bc26b81c9524c55b82a9f4fb88c2f89
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871753B2

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