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

HRID 2119362ノート

反応式

HRID 2119362 の反応式
[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]

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium Hydroxide2 回HCID 54512635Methyl [4-(3,3-diphenylpropyl)homopiperazine-1-yl]acetate

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  1. stirringstirring
  2. concentrationThe mixture was concentrated in vacuo

出典と根拠

ORDレコード
ord-1ea48a530a694e87b7bf4e27565d6156
出典データセット
uspto-grants-2004_02
特許番号
US06686353B1

反応ノート

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