Lithium Hydroxide → 1-(4-chlorobenzyl)nipecotic acid

HRID 279284노트

반응식

HRID 279284 반응식
[Li+].[OH-].[Cl:3][C:4]1[CH:21]=[CH:20][C:7]([CH2:8][N:9]2[CH2:19][CH2:18][CH2:17][CH:11]([C:12]([O:14]CC)=[O:13])[CH2:10]2)=[CH:6][CH:5]=1>O.C1COCC1.CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[CH2:19][CH2:18][CH2:17][CH:11]([C:12]([OH:14])=[O:13])[CH2:10]2)=[CH:20][CH:21]=1

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 2838484HCID 2838484, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of LiOH (1.66 g) in H2O (25 mL) was added to the solution of ethyl 1-(4-chlorobenzyl)nipecotate in THF (60 mL) and CH3OH (20 mL). The reaction mixture was stirred at room temperature for 15 h. The solvent was removed under reduced pressure to afford an amorphous solid which was purified by column chromatography (SiO2, 50% CH3OH—CH2Cl2) to yield 1-(4-chlorobenzyl)nipecotic acid (9.75 g, 98.2%) as a pale yellow amorphous solid. The purity was determined by RPLC/MS (>95%); ESI/MS m/e 254.0 (M++H, C13H17ClNO2).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customto afford an amorphous solid which
  3. customwas purified by column chromatography (SiO2, 50% CH3OH—CH2Cl2)

출처 및 근거

ORD 기록
ord-905c0b22b37d410484243d4e65005c54
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362177B1

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