Lithium Hydroxide → (2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)-acetic acid

HRID 639197노트

반응식

HRID 639197 반응식
C([O:3][C:4](=[O:21])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([CH2:16][N:17]([CH3:19])[CH3:18])=[CH:13][CH:14]=2)[CH:9]=[CH:8][C:7]=1[Cl:20])C.[OH-].[Li+].OS([O-])(=O)=O.[Na+]>O1CCOCC1.O>[Cl:20][C:7]1[CH:8]=[CH:9][C:10]2[C:15](=[CH:14][CH:13]=[C:12]([CH2:16][N:17]([CH3:18])[CH3:19])[CH:11]=2)[C:6]=1[CH2:5][C:4]([OH:21])=[O:3]

참가 물질

6

반응물 3

HCID 3939Lithium HydroxideHCID 516919Sodium BisulfateHCID 68704219(2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)-acetic acid ethyl ester

생성물 1

HCID 68706916(2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)-acetic acid

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매

반응 조건

온도
60 °C

실험 절차

(2-Chloro-6-dimethylaminomethyl-naphthalen-1-yl)-acetic acid ethyl ester (223 mg, 0.73 mmol) is dissolved in dioxane (2.6 ml). Water (0.96 ml) and lithium hydroxide (21 mg, 0.88 mmol) are then added, and the reaction mixture is warmed to 60° C. for 4 h. HPLC analysis indicates complete conversion of starting material. The reaction is diluted with water, adjusted to pH 6-7 by addition of 1 M aqueous NaHSO4, and extracted with EtOAc. The water layer is then concentrated, and the solid residue is repeatedly extracted with MeOH to yield pure title compound. ES+-MS: 278.3, 280.1 [M+H]+.

후처리

  1. extractionextracted with EtOAc
  2. concentrationThe water layer is then concentrated
  3. extractionthe solid residue is repeatedly extracted with MeOH

출처 및 근거

ORD 기록
ord-17c96eb9efed46f8a778ade623572b59
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691861B2

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