Potassium Carbonate → 4-{1-[4-(1,3-Dioxo-1,3,3a,7a-tetrahydroisoindol-2-yl)butyl]piperidin-4-yl}butyric acid methyl ester

HRID 1097289ノート

反応式

HRID 1097289 の反応式
[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C([O-])([O-])=O.[K+].[K+].I[CH2:21][CH2:22][CH2:23][CH2:24][N:25]1[C:33](=[O:34])[CH:32]2[CH:27]([CH:28]=[CH:29][CH:30]=[CH:31]2)[C:26]1=[O:35]>CC(C)=O>[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][N:10]([CH2:21][CH2:22][CH2:23][CH2:24][N:25]2[C:33](=[O:34])[CH:32]3[CH:27]([CH:28]=[CH:29][CH:30]=[CH:31]3)[C:26]2=[O:35])[CH2:9][CH2:8]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 21462751Methyl 4-(piperidin-4-yl)butanoateHCID 668110452-(4-Iodobutyl)-3a,7a-dihydroisoindole-1,3-dione

生成物 1

HCID 668112194-{1-[4-(1,3-Dioxo-1,3,3a,7a-tetrahydroisoindol-2-yl)butyl]piperidin-4-yl}butyric acid methyl ester収率 40%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a suspension of 2 (1.96 g, 8.86 mmol), K2CO3 (2.82 g, 17.72 mmol) and acetone (100 mL) was added 2-(4-iodobutyl)-3a,7a-dihydroisoindole-1,3-dione (2.93 g, 8.86 mmol). The newly formed suspension was stirred at ambient temperature for 48 hours. The solid was vacuum filtered and the filtrate was concentrated under vacuum. The resulting residue was subjected to column chromatography eluting with 0-100% ethyl acetate in hexanes to afford the desired product 3 (0.63 g, 40%) as a white solid: 1H NMR (500 MHz; CDCl3) δ 1.16-1.28 (m, 3H), 1.65 (m, 2H), 1.60-1.72 (m, 4H), 1.86 (m, 2H), 2.26 (t, 2H), 2.32 (t, 2H), 2.88 (d, 2H) 3.64 (s, 3H), 3.70 (t, 2H), 7.68 (d, 2H), 7.72 (d, 2H).

後処理

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated under vacuum
  3. washeluting with 0-100% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-bd9a0a83445a4034b9c4bff40b2be306
出典データセット
uspto-grants-2012_03
特許番号
US08143256B2

反応ノート

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