Thionyl Chloride → cis-2-Pentenyl 5-aminolevulinate hydrochloride

HRID 218112

반응식

HRID 218112 반응식
S(Cl)([Cl:3])=O.Cl.[NH2:6][CH2:7][C:8](=[O:14])[CH2:9][CH2:10][C:11]([OH:13])=[O:12]>CN(C)C=O>[ClH:3].[NH2:6][CH2:7][C:8](=[O:14])[CH2:9][CH2:10][C:11]([O:13][CH2:7]/[CH:8]=[CH:9]\[CH2:10][CH3:11])=[O:12]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 123608Aminolevulinic Acid Hydrochloride

생성물 1

HCID 86632356cis-2-Pentenyl 5-aminolevulinate hydrochloride수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

To 1 ml of thionyl chloride (SOCl2) were added 3 drops of N,N-dimethylformamide (DMF) with stirring. Following the addition of 5-aminolevulinic acid hydrochloride (ALA.HCl, 200 mg, 1.19 mol), the solution was stirred for 12 hours at room temperature. Concentration in a vacuum was conducted before the addition of cis-2-pentenol. Then, the reaction mixture was stirred for 1.5 hours at room temperature, followed by purification by silica gel chromatography to afford cis-2-pentenyl 5-aminolevulinate hydrochloride at a yield of 68%.

후처리

  1. stirringthe solution was stirred for 12 hours at room temperature
  2. concentrationConcentration in a vacuum
  3. additionwas conducted before the addition of cis-2-pentenol
  4. stirringThen, the reaction mixture was stirred for 1.5 hours at room temperature
  5. customfollowed by purification by silica gel chromatography

출처 및 근거

ORD 기록
ord-92f2949129df4026b4bef3e1ee5a7506
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198325B2

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