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4-Hydroxybenzaldehyde → 4-(2-Methoxyethoxy)benzaldehyde

HRID 2214968
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HRID 2214968 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[I-].[K+].CC(C)([O-])C.[K+].[CH3:18][O:19][CH2:20][CH2:21]Cl>CN(C=O)C>[CH3:18][O:19][CH2:20][CH2:21][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 4875Potassium IodideHCID 123162-Chloroethyl methyl etherHCID 23665647Potassium tert-butoxide

생성물 1

HCID 64855604-(2-Methoxyethoxy)benzaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

146.5 g (1.2 mol) of 4-hydroxybenzaldehyde are dissolved in DMF, and 20 g (0.12 mol) of potassium iodide, 134.6 g (1.2 mol) of potassium tert-butoxide and 170.2 g (1.8 mol) of 2-chloroethyl methyl ether are added. The reaction mixture is stirred at 80° C. for 16 h. For work-up, the reaction mixture is concentrated under reduced pressure. The residue is taken up in 1 l of ethyl acetate and extracted with 0.5 l of 1N aqueous sodium hydroxide solution. The ethyl acetate phase is dried using magnesium sulphate and concentrated under reduced pressure. The residue obtained after concentration is distilled under high vacuum (b.p.=100° C. at 0.45 mbar). This gives 184.2 g (85% of theory) of product.

후처리

  1. concentrationFor work-up, the reaction mixture is concentrated under reduced pressure
  2. extractionextracted with 0.5 l of 1N aqueous sodium hydroxide solution
  3. dry with materialThe ethyl acetate phase is dried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue obtained
  6. concentrationafter concentration
  7. distillationis distilled under high vacuum (b.p.=100° C. at 0.45 mbar)

출처 및 근거

ORD 기록
ord-ceca3998d8a546c1a9ad185bb0a38d12
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07109218B2

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