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Hydrochloric Acid → (2R)-2-Chloro-3-(1H-imidazol-5-yl)propanoic acid

HRID 497559
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HRID 497559 반응식
N([O-])=O.[Na+].N[C@@H:6]([C:13]([OH:15])=[O:14])[CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1.[OH-].[NH4+].[ClH:18]>O>[Cl:18][C@H:6]([CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1)[C:13]([OH:15])=[O:14]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 23668193Sodium NitriteHCID 178511802D-Histidine

생성물 1

HCID 178525817(2R)-2-Chloro-3-(1H-imidazol-5-yl)propanoic acid

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

A cold solution of sodium nitrite (2.63 g, 38 mmol) in water (5 ml) was added dropwise to a stirred suspension of D-histidine (2 g, 11.5 mmol) in concentrated hydrochloric acid (30 ml) at −5° C. The mixture was stirred at 0° C. for 1 hour and then at room temperature for 17 hours. The mixture was cooled and basified with aqueous ammonium hydroxide solution (2N) until pH=4-5. The solvent was then removed by evaporation under reduced pressure to afford (2R)-2-chloro-3-(1H-imidazol-4-yl)propanoic acid.

후처리

  1. waitat room temperature for 17 hours
  2. temperatureThe mixture was cooled
  3. customThe solvent was then removed by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-723987a13ad841159e58ae8fb49d0d9c
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06949577B2

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