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3,4-Dihydroxybenzaldehyde → 4-Hydroxy-3-propoxybenzaldehyde

HRID 898187
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인쇄 미리보기

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HRID 898187 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].[H-].[Na+].I[CH2:14][CH2:15][CH3:16]>CN(C=O)C.C(OCC)(=O)C>[OH:10][C:9]1[CH:8]=[CH:7][C:4]([CH:5]=[O:6])=[CH:3][C:2]=1[O:1][CH2:14][CH2:15][CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 87683,4-DihydroxybenzaldehydeHCID 24758Sodium hydrideHCID 336431-Iodopropane

생성물 1

HCID 17126234-Hydroxy-3-propoxybenzaldehyde수율 143.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

3,4-Dihydroxybenzaldehyde (0.5 g, 3.62 mmol) was dissolved in DMF (10 mL) and sodium hydride (0.087 g, 3.62 mmol) was added. The reaction mixture was stirred at rt for 10 min. Iodopropane (0.35 mL, 0.62 mmol) was added and the reaction was stirred at 80° C. for 2.5 h. The reaction was diluted with ethyl acetate and washed with 2N HCl and water. Silica gel chromatography eluting with 35% ethyl acetate/hexane yielded 0.16 g of desired product: ESI-MS 181 (M+H).

후처리

  1. stirringthe reaction was stirred at 80° C. for 2.5 h
  2. washwashed with 2N HCl and water
  3. washSilica gel chromatography eluting with 35% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-cbab7b2cf3c546d3a9c078fecfbbfae0
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07351725B2

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