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

HRID 1280982노트

반응식

HRID 1280982 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-b0300ce4b5f9405785cfce6a1a9e4ccf
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06451842B1

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