Azobisisobutyronitrile → 2-Bromomethyl-6-hydroxy-benzoic acid ethyl ester

HRID 2251842노트

반응식

HRID 2251842 반응식
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:6]=1[OH:12])[CH3:2].C1C(=O)N([Br:21])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[C:6]([OH:12])=[CH:7][CH:8]=[CH:9][C:10]=1[CH2:11][Br:21])[CH3:2]

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 584222Ethyl 2-hydroxy-6-methylbenzoate

생성물 1

HCID 690310202-Bromomethyl-6-hydroxy-benzoic acid ethyl ester

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

2-Hydroxy-6-methyl-benzoic acid ethyl ester (4.046 g), NBS (4.786 g), and AIBN (1.134 g) were weighed into a round-bottom flask equipped with a reflux condenser. CCl4 (40 mL) was added and the mixture was heated at reflux for 2 h. After cooling to RT, solid was removed by filtration and the filtrate was concentrated to give a yellow oil as crude, which solidified upon standing. The crude was purified by silica gel chromatography (300 g, 0-5% EtOAc/hexanes) to afford 2-bromomethyl-6-hydroxy-benzoic acid ethyl ester as a white solid.

후처리

  1. customequipped with a reflux condenser
  2. temperaturethe mixture was heated
  3. temperatureat reflux for 2 h
  4. customsolid was removed by filtration
  5. concentrationthe filtrate was concentrated
  6. customto give a yellow oil as crude, which
  7. customThe crude was purified by silica gel chromatography (300 g, 0-5% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-e5a4aae741664b828f605971f7afe28a
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320992B2

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