Methanol → Methyl 4-(2-aminophenyl)butanoate

HRID 661632

반응식

HRID 661632 반응식
[NH:1]1[C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.[CH3:13][OH:14]>S(=O)(=O)(O)O>[CH3:13][O:14][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]1[CH:9]=[CH:10][CH:11]=[CH:12][C:2]=1[NH2:1]

참가 물질

4

반응물 2

HCID 887MethanolHCID 2485801,3,4,5-Tetrahydro-2H-1-benzazepin-2-one

생성물 1

HCID 237256Methyl 4-(2-aminophenyl)butanoate

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
70 °C

실험 절차

To 1,3,4,5-tetrahydro-benzo[b]azepin-2-one (1 g, 6.2 mmol) in MeOH (8 mL), concentrated sulfuric acid (0.5 mL) was added and the mixture was stirred at room temperature for 2 hrs and at 70° C. for an additional hr. The solvent was removed and DCM and water were added. The organic layer was removed and the aqueous layer was basified with sat NaHCO3 and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated in vacuo to yield 4-(2-amino-phenyl)-butyric acid methyl ester (0.93 g). MS [M+H]+: 194.1; tR=1.49 min. (method 1)

후처리

  1. customThe solvent was removed
  2. additionDCM and water were added
  3. customThe organic layer was removed
  4. extractionextracted with EtOAc (3×)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5c29b101b31d4bca86da92c6731414c6
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084614B2

연결된 노트

불러오는 중…