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Potassium Carbonate → 4-((1E)-3-methoxy-3-oxoprop-1-en-1-yl)benzoic acid

HRID 919098
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HRID 919098 반응식
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)=O.C([O-])([O-])=O.[K+].[K+].[CH3:18][O:19][C:20]([CH2:22]P(OC)(OC)=O)=[O:21]>O>[CH3:18][O:19][C:20](=[O:21])/[CH:22]=[CH:1]/[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 120884-Formylbenzoic acidHCID 80029Trimethyl phosphonoacetate

생성물 1

HCID 106083304-((1E)-3-methoxy-3-oxoprop-1-en-1-yl)benzoic acid수율 107.6%

시약·촉매·용매 1

HCID 962Water용매

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온도
2.5 °C

실험 절차

4-Formylbenzoic acid (20 g, 0.133 mol) and K2CO3 (55 g, 0.398 mol) were added to water (350 mL) and cooled to 0-5° C. Trimethyl phosphonoacetate (26 mL, 0.160 mol) was charged dropwise maintaining the reaction temperature below 15° C. The reaction was then warmed and stirred at RT for 1.5 h before acidifying to pH ˜1. The resulting precipitate was filtered and dried in vacuo to afford the title product as a pale yellow solid (29.5 g, quant). 1H NMR (300 MHz, d6-DMSO) δ: 7.89-7.52 (5H, m), 6.59 (1H, d, J=16.2 Hz), 3.7 (3H, s).

후처리

  1. temperaturemaintaining the reaction temperature below 15° C
  2. temperatureThe reaction was then warmed
  3. filtrationThe resulting precipitate was filtered
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-8ad59e93fc584e61b200acec0e594251
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273003B2

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