Benzaldehyde → (Diethoxymethyl)benzene

HRID 2038337ノート

反応式

HRID 2038337 の反応式
C(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])OCC.Cl.C(OCC)C>C(O)C>[CH2:17]([O:16][CH:9]([O:13][CH2:14][CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH3:18]

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 31214Ethyl orthoformate

生成物 1

HCID 69884(Diethoxymethyl)benzene収率 82%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of benzaldehyde (6.82 mmol), triethyl orthoformate (3.3 g, 22.5 mmol), and conc. HCl (10 μL, 90 μmol) was refluxed in 3.7 mL of ethanol for 24 hrs. Diethyl ether was added and the organic layer was extracted with 3×2 M NaOH. The organic layer was dried over anhydrous Na2SO4. After removal of diethyl ether under reduced pressure, the crude mixture was distilled under vacuum (55-65° C./0.5 mmHg) to give pure benzaldehyde diethylacetal (82-91% yield). All acetals were characterized by 1H-NMR and used without further purification.

後処理

  1. extractionthe organic layer was extracted with 3×2 M NaOH
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. customAfter removal of diethyl ether under reduced pressure
  4. distillationthe crude mixture was distilled under vacuum (55-65° C./0.5 mmHg)

出典と根拠

ORDレコード
ord-997fedccb69148a6a3de47e90fe66704
出典データセット
uspto-grants-2013_11
特許番号
US08575359B2

反応ノート

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