ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium hydride → Ethyl 3-(2-bromo-3,4,5,6-tetramethoxyphenyl)-2-ethoxycarbonyl-2-[3-(4-ethoxycarbonylphenoxy)propyl]propionate

HRID 2268484
ノート
印刷プレビュー

反応式

HRID 2268484 の反応式
[CH2:1]([O:3][C:4]([CH:6]([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:18][CH:17]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5])[CH3:2].[H-].[Na+].[Br:29][C:30]1[C:35]([CH2:36]Br)=[C:34]([O:38][CH3:39])[C:33]([O:40][CH3:41])=[C:32]([O:42][CH3:43])[C:31]=1[O:44][CH3:45]>CN(C=O)C.O>[Br:29][C:30]1[C:31]([O:44][CH3:45])=[C:32]([O:42][CH3:43])[C:33]([O:40][CH3:41])=[C:34]([O:38][CH3:39])[C:35]=1[CH2:36][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:21]=1)[C:4]([O:3][CH2:1][CH3:2])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 18348516Ethyl 2-ethoxycarbonyl-5-(4-ethoxycarbonylphenoxy)pentanoateHCID 183486201-Bromo-6-bromomethyl-2,3,4,5-tetramethoxybenzene

生成物 1

HCID 18348578Ethyl 3-(2-bromo-3,4,5,6-tetramethoxyphenyl)-2-ethoxycarbonyl-2-[3-(4-ethoxycarbonylphenoxy)propyl]propionate収率 91.9%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of ethyl 2-ethoxycarbonyl-5-(4-ethoxycarbonylphenoxy)pentanoate (25.9 g) in DMF (200 ml) was portionwise added sodium hydride (60% oil dispersion, 3.11 g) with cooling with ice. The reaction mixture was allowed to warm to room temperature and stirred for 30 min. To the reaction mixture was dropwise added a solution of 1-bromo-6-bromomethyl-2,3,4,5-tetramethoxybenzene (28.8 g) in DMF (50 ml) with cooling with ice. The reaction mixture was allowed to warm to room temperature and stirred for 6 hr. The reaction mixture was diluted with water and extracted with diethyl ether. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=7:1) to yield the entitled compound (42.6 g) as an oil.

後処理

  1. temperaturewith cooling with ice
  2. temperaturewith cooling with ice
  3. temperatureto warm to room temperature
  4. stirringstirred for 6 hr
  5. extractionextracted with diethyl ether
  6. washThe organic layer was washed with water and saturated aqueous sodium chloride
  7. customdried
  8. customThe solvent was removed in vacuo
  9. customThe residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=7:1)

出典と根拠

ORDレコード
ord-5ba8861c6fef4141be1bde60624f5c67
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06326369B1

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート