4-Hydroxy-3-iodobenzaldehyde → HCID 10615412, 화합물

HRID 1464806

반응식

HRID 1464806 반응식
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][C:14]#[CH:15].[OH:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][C:18]=1I>N1C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][C:14]1[O:16][C:17]2[CH:24]=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][C:18]=2[CH:15]=1

참가 물질

5

반응물 2

HCID 9688814-Hydroxy-3-iodobenzaldehydeHCID 10535929Oxazole, 5-methyl-2-phenyl-4-(2-propynyl)-

생성물 1

HCID 10615412HCID 10615412, 화합물

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 1049Pyridine용매3회

실험 절차

To a slurry of cuprous oxide (12 g, 84 mmol) in pyridine (150 ml) were added a solution of 5-methyl-2-phenyl-4-(2-propynyl)oxazole in pyridine (150 ml) followed by a solution of 4-hydroxy-3-iodobenzaldehyde (35 g, 0.14 mol) in pyridine (100 ml). Bis(triphenylphosphine)palladium (II) chloride (0.50 g, 0.7 mmol) was then added as a solid and the mixture was heated to reflux overnight. The mixture was cooled and concentrated. The residue was taken up in ethyl acetate (250 ml+3×50 ml). The ethyl acetate solution was concentrated and the residue was extracted with hot cyclohexane. The hot solution was filtered and cooled and the solid was collected (29 g).

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux overnight
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated
  5. concentrationThe ethyl acetate solution was concentrated
  6. extractionthe residue was extracted with hot cyclohexane
  7. filtrationThe hot solution was filtered
  8. temperaturecooled
  9. customthe solid was collected (29 g)

출처 및 근거

ORD 기록
ord-0ee98a907a7d4f759405106d7259379a
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05306726

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