Methanol → Methyl 3-Amino-3-(4-hydroxyphenyl)propanoate

HRID 526316노트

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HRID 526316 반응식
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[CH3:18]O>>[CH3:18][O:5][C:4](=[O:6])[CH2:3][CH:2]([NH2:1])[C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 4403113-Amino-3-(4-hydroxyphenyl)propanoic acid

생성물 1

HCID 58961718Methyl 3-Amino-3-(4-hydroxyphenyl)propanoate수율 80%

반응 조건

온도
0 °C

실험 절차

5.298 g (29.24 mmol) commercial 3-amino-3-(4-hydroxyphenyl)propionic acid were suspended in 136 ml methanol, the mixture cooled to 0° C. and 3.20 ml (43.86 mmol) thionyl chloride were slowly added. The mixture was stirred at room temperature for 20 hours and concentrated. The residue was treated with saturated sodium hydrogen carbonate solution and extracted with dichloromethane and dichloromethane/2-propanol 8:2. The organic part was concentrated to give 5.09 g (80%) 3-amino-3-(4-hydroxyphenyl)propionic acid methyl ester.

후처리

  1. concentrationconcentrated
  2. additionThe residue was treated with saturated sodium hydrogen carbonate solution
  3. extractionextracted with dichloromethane and dichloromethane/2-propanol 8:2
  4. concentrationThe organic part was concentrated

출처 및 근거

ORD 기록
ord-7cd9ddb96d9a4d888d87eb6794335731
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345793B2

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