Water → 1-(4-chlorobenzyl)nipecotic acid

HRID 133576ノート

反応式

HRID 133576 の反応式
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

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 2838484HCID 2838484、化合物

生成物 1

HCID 35450941-(4-chlorobenzyl)nipecotic acid収率 98.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c4bb858ba5b04628ba00ba48696a53d8
出典データセット
uspto-grants-2008_06
特許番号
US07390830B1

反応ノート

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