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

HRID 526316ノート

反応式

HRID 526316 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7cd9ddb96d9a4d888d87eb6794335731
出典データセット
uspto-grants-2016_05
特許番号
US09345793B2

反応ノート

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