Methanol → Methyl 3-(1H-Imidazol-5-Yl)Propanoate

HRID 870606ノート

反応式

HRID 870606 の反応式
S(Cl)(Cl)=O.[NH:5]1[C:9]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:8][N:7]=[CH:6]1.[CH3:15]O>>[NH:5]1[C:9]([CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:8][N:7]=[CH:6]1

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 706301H-Imidazole-5-propanoic acid

生成物 1

HCID 565491Methyl 3-(1H-Imidazol-5-Yl)Propanoate収率 100%

実験手順

Add thionyl chloride (0.75 mL) to a −78° C. solution of 3-(1H-imidazol-5-yl)propanoic acid (2.0 g; 1.0 equiv; 14.27 mmoles) in methanol (18 mL). Allow the reaction mixture to warm to ambient temperature and stir for 30 minutes. Add saturated sodium bicarbonate (10 mL) to the reaction mixture and concentrate. Suspended the resulting residue in methanol (10 mL) and filter, then concentrate to afford methyl 3-(1H-imidazol-5-yl)propanoate (2.2 g; 100%) as a white solid: MS (m/z): 155(M+1).

後処理

  1. concentrationAdd saturated sodium bicarbonate (10 mL) to the reaction mixture and concentrate
  2. filtrationfilter
  3. concentrationconcentrate

出典と根拠

ORDレコード
ord-ccf8d6c040c248cea7fba67c38a2a160
出典データセット
uspto-grants-2015_03
特許番号
US08969555B2

反応ノート

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