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

Potassium Carbonate → 5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime

HRID 271510
ノート
印刷プレビュー

反応式

HRID 271510 の反応式
Br[C:2]1[CH:6]=[CH:5][O:4][C:3]=1[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1.[CH3:13][O:14][N:15]=[C:16]1[C:24]2[C:19](=[CH:20][C:21](B(O)O)=[CH:22][CH:23]=2)[CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>COCCOC.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:13][O:14][N:15]=[C:16]1[C:24]2[C:19](=[CH:20][C:21]([C:2]3[CH:6]=[CH:5][O:4][C:3]=3[C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)=[CH:22][CH:23]=2)[CH2:18][CH2:17]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 157218314-(3-Bromo-furan-2-yl)-pyridineHCID 734146811-Methoxyimino-indan-5-boronic acid

生成物 1

HCID 865954135-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime収率 79.4%

試薬・触媒・溶媒 3

HCID 167845
palladium(II) acetate
触媒
HCID 962Water溶媒
HCID 80711,2-Dimethoxyethane溶媒

実験手順

A degassed mixture of the product of Step 3 (2.7 g, 12 mmol), the product of Step 2 (2.5 g, 12 mmol) and potassium carbonate (13.2 g, 96 mmol) in ethylene glycol dimethyl ether (70 ml) and water (30 ml) was treated with triphenylphosphine (314 mg, 1.2 mmol) and palladium acetate (135 mg, 0.6 mmol), then heated under reflux for 1 hour. After cooling to room temperature, the mixture was filtered through filter aid and the filtrate diluted with water and ethyl acetate. The organic phase was separated, washed with water and brine, dried, concentrated in vacuo and the residue purified by silica gel chromatography to give the title compound (2.9 g, 74%); MS(ES+) m/e 305 [M+H]+.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. filtrationthe mixture was filtered
  4. filtrationthrough filter aid
  5. additionthe filtrate diluted with water and ethyl acetate
  6. customThe organic phase was separated
  7. washwashed with water and brine
  8. customdried
  9. concentrationconcentrated in vacuo
  10. customthe residue purified by silica gel chromatography

出典と根拠

ORDレコード
ord-4ce08cfbfb2647d0a6b5584375faaf5a
出典データセット
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07452906B2

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