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

Cesium carbonate → Methyl 3,5-bis(methoxymethoxy)-2-phenylphenylacetate

HRID 499866
ノート
印刷プレビュー

反応式

HRID 499866 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[C:6](Br)=[C:7]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:8]=[C:9]([O:11][CH2:12][O:13][CH3:14])[CH:10]=1.[C:21]1(OB(O)O)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>O.CC1C=CC=CC=1[P](C1C=CC=CC=1C)([Pd][P](C1=C(C)C=CC=C1)(C1C=CC=CC=1C)C1C=CC=CC=1C)C1C=CC=CC=1C>[CH3:1][O:2][CH2:3][O:4][C:5]1[C:6]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:7]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:8]=[C:9]([O:11][CH2:12][O:13][CH3:14])[CH:10]=1
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 10796Cesium carbonateHCID 78412Phenyl dihydrogen orthoborateHCID 68420121Methyl 2-bromo-3,5-bis(methoxymethoxy)phenylacetate

生成物 1

HCID 23116311Methyl 3,5-bis(methoxymethoxy)-2-phenylphenylacetate

試薬・触媒・溶媒 2

HCID 178424408HCID 178424408、化合物触媒
HCID 962
Water
溶媒

実験手順

Methyl 3,5-bis(methoxymethoxy)-2-bromophenylacetate (15.0 g, 43.0 mmol) obtained in Example 3, Step 1 was dissolved in a mixed solvent of 1,2-dimethoxymethane (0.15 L) and water (6.0 mL). To the solution were added phenylboric acid (7.3 g, 60 mmol), bis(tri-o-tolylphosphine)palladium (II) dichloride (0.68 g, 0.86 mmol) and cesium carbonate (42 g, 0.13 mol) in an atmosphere of argon, followed by stirring for 16.5 hours under heating and reflux. After cooling to room temperature, the reaction mixture was filtered under reduced pressure, and the filtrate was concentrated under reduced pressure. To the resulting residue was added water (0.50 L), followed by extraction with ethyl acetate (0.40 L×2). The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/4-1/3) to obtain a quantitative yield of methyl 3,5-bis(methoxymethoxy)-2-phenylphenylacetate.

後処理

  1. temperatureunder heating
  2. temperaturereflux
  3. filtrationthe reaction mixture was filtered under reduced pressure
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionTo the resulting residue was added water (0.50 L)
  6. extractionfollowed by extraction with ethyl acetate (0.40 L×2)
  7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/4-1/3)

出典と根拠

ORDレコード
ord-8a8d686bd86244d084a59d1391caaea7
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07767693B2

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