Pyruvic Acid → Potassium 2-oxo-8-phenyl-3,5,7-octatrienoate

HRID 601085

반응식

HRID 601085 반응식
[C:1]1([CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([OH:18])(=[O:17])[C:14]([CH3:16])=[O:15].[OH-].[K+:20]>CO>[O:15]=[C:14]([CH:16]=[CH:11][CH:10]=[CH:9][CH:8]=[CH:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:13]([O-:18])=[O:17].[K+:20]

참가 물질

5

반응물 3

HCID 1060Pyruvic AcidHCID 14797Potassium Hydroxide2회HCID 1146512,4-Pentadienal, 5-phenyl-

생성물 1

HCID 74088932Potassium 2-oxo-8-phenyl-3,5,7-octatrienoate

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
2.5 °C

실험 절차

A solution of 5-phenyl-2,4-pentadienal (6.70 g) and pyruvic acid (3.0 mL) in 5 mL of methanol was stirred and chilled to 0-5° C. in an ice bath. To the chilled solution was added a solution of 35 mL of potassium hydroxide (3.5 g) in 10 mL of methanol dropwise over a period of 30 minutes. The remaining methanolic potassium hydroxide was added rapidly and the ice bath was removed. The reaction was allowed to warm to room temperature and stirred for another hour. The flask was then refrigerated overnight. The solid was collected by filtration, washed with 15 mL of methanol three times, 15 mL of ether and then air dried to afford 6.69 g of potassium 2-oxo-8-phenyl-3,5,7-octatrienoate as a yellow solid. 1H NMR (DMSO-d6, 300 MHz), δ (ppm) 7.52 (d, 2H), 7.32 (m, 3H), 7.10 (m, 2H), 6.83 (dd, 2H), 6.57 (dd, 1H), 6.13 (d, 1H).

후처리

  1. customthe ice bath was removed
  2. temperatureto warm to room temperature
  3. customrefrigerated overnight
  4. filtrationThe solid was collected by filtration
  5. washwashed with 15 mL of methanol three times, 15 mL of ether
  6. customair dried

출처 및 근거

ORD 기록
ord-521f270cedee461581eef88507702ba8
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902259B2

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