Benzaldehyde → (Diethoxymethyl)benzene

HRID 2038337노트

반응식

HRID 2038337 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 69884(Diethoxymethyl)benzene수율 82%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-997fedccb69148a6a3de47e90fe66704
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575359B2

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