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Potassium Carbonate → 5-(3,3-Dimethylbutoxy)-2-hydroxybenzaldehyde

HRID 1023875
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HRID 1023875 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[K+].[K+].I[CH2:18][CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21]>CN(C=O)C>[CH3:21][C:20]([CH3:23])([CH3:22])[CH2:19][CH2:18][O:10][C:7]1[CH:8]=[CH:9][C:2]([OH:1])=[C:3]([CH:6]=1)[CH:4]=[O:5]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 709492,5-DihydroxybenzaldehydeHCID 148248991-Iodo-3,3-dimethylbutane

생성물 1

HCID 866730205-(3,3-Dimethylbutoxy)-2-hydroxybenzaldehyde수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of the 2,5-dihydroxybenzaldehyde in DMF was added K2CO3 at room temperature and the mixture was stirred for 10 min. To this solution 1-iodo-3,3-dimethylbutane was added. After stirring at 70° C. for 4 h, the solvent was removed under reduced pressure and reaction mixture was diluted with ethyl acetate. After washing with water, the organic layer was dried over Na2SO4 and concentrated under vacuum. The crude product was purified by column chromatography to give desired product in 65% yield. 1H NMR: 0.97 (s, 9H), 1.73 (t, 2H, J=7.2 Hz), 4.05 (t, 2H, J=7.2 Hz), 6.88 (d, 1H, J=9.2 Hz), 7.09 (dd, 1H, J=9.2, 3.2 Hz), 7.35 (d, 1H, J=3.2 Hz), 10.39 (s, 1H)

후처리

  1. stirringAfter stirring at 70° C. for 4 h
  2. customthe solvent was removed under reduced pressure and reaction mixture
  3. additionwas diluted with ethyl acetate
  4. washAfter washing with water
  5. dry with materialthe organic layer was dried over Na2SO4
  6. concentrationconcentrated under vacuum
  7. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-a165e8daf5cc4a7c93f16163e4ae3430
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08722720B2

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