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Water → (4-Methoxy-indan-5-yl)-pyrrolidin-1-yl-methanone

HRID 389324
ノート
印刷プレビュー

反応式

HRID 389324 の反応式
[CH3:1][O:2][C:3]1[C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][CH2:7]2.[C:15]([C:22]1[NH:23][CH:24]=[CH:25]N=1)(C1NC=CN=1)=O.N1CCCC1.O>O1CCCC1>[CH3:1][O:2][C:3]1[C:11]([C:12]([N:23]2[CH2:22][CH2:15][CH2:25][CH2:24]2)=[O:14])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][CH2:7]2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 31268PyrrolidineHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 668121244-Methoxy-indan-5-carboxylic acid

生成物 1

HCID 66813030(4-Methoxy-indan-5-yl)-pyrrolidin-1-yl-methanone収率 39.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒
2 回

反応条件

温度
67.5 °C

実験手順

To a clear solution of 4-Methoxy-indan-5-carboxylic acid (12.0 gm, 0.0625 mole) in Tetrahydrofuran (60 ml), Carbonyl-diimidazole (13.24 gm, 0.0812 mole) was added at 25-28° C. The reaction mixture was heated to 65-70° C. and stirred for 2 hours to the reaction mixture, a solution of Pyrrolidine (5.74 ml, 0.0687 mole) in Tetrahydrofuran (20 ml) was added at 10-15° C. The reaction mixture was poured into water (200 ml) and extracted with Ethylacetate (2×100 ml). The organic layer was dried over Sodium sulphate, distilled under vacuum and purified by column chromatography using Ethyl acetate:Hexane (20:80) as mobile phase. The fractions were distilled under vacuum to give 6.0 gm of desired product as a viscous oil.

後処理

  1. extractionextracted with Ethylacetate (2×100 ml)
  2. dry with materialThe organic layer was dried over Sodium sulphate
  3. distillationdistilled under vacuum
  4. custompurified by column chromatography
  5. distillationThe fractions were distilled under vacuum

出典と根拠

ORDレコード
ord-637caff08dc94581b25c40d2073666a1
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08378118B2

反応ノート

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