Water → 1-(4-chlorobenzyl)nipecotic acid

HRID 133576노트

반응식

HRID 133576 반응식
O.[Li+].[OH-].[Cl:4][C:5]1[CH:22]=[CH:21][C:8]([CH2:9][N:10]2[CH2:20][CH2:19][CH2:18][CH:12]([C:13]([O:15]CC)=[O:14])[CH2:11]2)=[CH:7][CH:6]=1>C1COCC1>[Cl:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]2[CH2:20][CH2:19][CH2:18][CH:12]([C:13]([OH:15])=[O:14])[CH2:11]2)=[CH:21][CH:22]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 2838484HCID 2838484, 화합물

생성물 1

HCID 35450941-(4-chlorobenzyl)nipecotic acid수율 98.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

An H2O (25 mL) solution of LiOH (1.66 g) was added to a THF (60 mL) solution of ethyl 1-(4-chlorobenzyl)nipecotate. The resulting reaction mixture was stirred at room temperature for 1.5 hours. The solvent was removed under reduced pressure to provide an amorphous solid. The obtained crude product was purified by column chromatography (SiO2, 50% methanol-dichloromethane) to afford 1-(4-chlorobenzyl)nipecotic acid (9.75 g, 98.2%) as an off-while amorphous solid. The purity was determined by RPLC/MS (>95%). ESI/MS m/e 254.0 (M++H, C13H17ClNO2).

후처리

  1. customThe resulting reaction mixture
  2. customThe solvent was removed under reduced pressure
  3. customto provide an amorphous solid
  4. customThe obtained crude product
  5. customwas purified by column chromatography (SiO2, 50% methanol-dichloromethane)

출처 및 근거

ORD 기록
ord-c4bb858ba5b04628ba00ba48696a53d8
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390830B1

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