Methanol → Sodium [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate

HRID 2119362노트

반응식

HRID 2119362 반응식
[C:1]1([CH:7]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:8][CH2:9][N:10]2[CH2:16][CH2:15][CH2:14][N:13]([CH2:17][C:18]([O:20]C)=[O:19])[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO.[OH-].[Na+:31]>O1CCOCC1>[C:22]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9][N:10]2[CH2:16][CH2:15][CH2:14][N:13]([CH2:17][C:18]([O-:20])=[O:19])[CH2:12][CH2:11]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1.[Na+:31]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium Hydroxide2회HCID 54512635Methyl [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate

생성물 1

HCID 23718564Sodium [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate수율 88%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Methyl [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate (0.327 g, 0.89 mmol) was dissolved in a mixture of dioxane (3.1 mL). MeOH (1.1 mL) and 4N NaOH (0.22 mL). After stirring for 30 min. 5 more drops of 4N NaOH were added and stirring was, continued until hydrolysis of the methyl ester was complete. The mixture was concentrated in vacuo and the residue subjected to flash silica gel column chromatography (eluent: CH2Cl2/MeOH, 1/1, v/v) to give sodium [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate (0.278 g) in 88% yield, TLC Rf=0.22 (10% CH3OH—CH2Cl2); RPLC tR=1.98 min (>85%), 220 nm (Method B); ESI/MS m/e 353.3 (M++H, C22H29N2O2).

후처리

  1. stirringstirring
  2. concentrationThe mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-1ea48a530a694e87b7bf4e27565d6156
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06686353B1

반응 노트

불러오는 중…