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

HRID 870606노트

반응식

HRID 870606 반응식
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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-ccf8d6c040c248cea7fba67c38a2a160
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969555B2

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