Acetic Acid → Methyl 2-(3-bromophenyl)-2-methylpropanoate

HRID 1058586노트

반응식

HRID 1058586 반응식
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[CH:7]=1)([CH3:5])[C:3]#N.[C:13](O)(=[O:15])C.S(=O)(=O)(O)[OH:18]>O>[CH3:13][O:15][C:3](=[O:18])[C:2]([CH3:5])([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[CH:7]=1)[CH3:1]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 105132942-(3-Bromophenyl)-2-methylpropanenitrile

생성물 1

HCID 24777892Methyl 2-(3-bromophenyl)-2-methylpropanoate수율 36%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

2-Methyl-2-[3-bromophenyl]propionitrile (0.56 g, 2.5 mmol) was refluxed in sulfuric acid (2 ml), water (3 ml) and acetic acid (2.5 ml) overnight. The reaction mixture was poured in water, then extracted with Et2O. The combined organic extracts were dried with magnesium sulfate, filtered, concentrated, and chromatographed (silica gel, 10% EtOAc, 1% HOAc) to give the title compound as a white solid (0.2 g, 36%), which was converted to the methyl ester with diazo methane in Et2O and was used in the next reaction without further purification.

후처리

  1. extractionextracted with Et2O
  2. dry with materialThe combined organic extracts were dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed (silica gel, 10% EtOAc, 1% HOAc)

출처 및 근거

ORD 기록
ord-df668ddbcaab49bf9e906604c82bfd38
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06518267B1

반응 노트

불러오는 중…