Diethyl Ether → 3-(1,3-Dioxolan-2-YL)benzophenone

HRID 2164434ノート

反応式

HRID 2164434 の反応式
[C:1]([C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1C=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[Si](OC)(OC)[O:20][CH2:21][CH2:22][O:23][Si](OC)(OC)OC.[C:35]([O-])(O)=O.[Na+].C(OCC)C>ClCCl.FC(F)(F)S(OC[Si](C)(C)C)(=O)=O.N1C=CC=CC=1>[C:1]([C:2]1[CH:3]=[C:4]([CH:35]2[O:20][CH2:21][CH2:22][O:23]2)[CH:5]=[CH:6][CH:7]=1)(=[O:8])[C:9]1[CH:10]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

8

反応物 4

HCID 3283Diethyl EtherHCID 1611952-BenzoylbenzaldehydeHCID 516892Sodium BicarbonateHCID 13195968HCID 13195968、化合物

生成物 1

HCID 105150883-(1,3-Dioxolan-2-YL)benzophenone

試薬・触媒・溶媒 3

HCID 1049Pyridine触媒HCID 2760857(Trimethylsilyl)methyl Trifluoromethanesulfonate [Trimethylsilylmethylating Reagent]触媒HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a stirred solution of benzoylbenzaldehyde (2 g, 10 mmol) and 1,2-bis-(trimethoxysiloxy)ethane (2.3 g, 11 mmol) in dry dichloromethane (30 cm3) under N2 at room temperature was added trimethylsilylmethyl trifluoromethanesulphonate (5 drops). After stirring at 20° C. for 48 hours, pyridine (3 drops) was added followed by saturated NaHCO3 (20 cm3) and diethyl ether (20 cm3). The resulting mixture was stirred for 30 minutes. The ethereal layer was separated off and the aqueous layer extracted twice more with diethyl ether. The combined extracts were washed with water, dried over a mixture of anhydrous Na2CO3 and anhydrous Na2SO4 (1:1) and the solvent removed in vacuo to give 2-(3-benzoylphenyl)-1,3-dioxolane, nD20 1.5890. Yield 2.2 g (91.7%).

後処理

  1. stirringThe resulting mixture was stirred for 30 minutes
  2. customThe ethereal layer was separated off
  3. extractionthe aqueous layer extracted twice more with diethyl ether
  4. washThe combined extracts were washed with water
  5. dry with materialdried over a mixture of anhydrous Na2CO3 and anhydrous Na2SO4 (1:1)
  6. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-2ae659d81b1c46e0943d7a38d3145739
出典データセット
uspto-grants-1985_03
特許番号
US04504491

反応ノート

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