Sodium Hydroxide → HCID 54231235, 화합물

HRID 1534683노트

반응식

HRID 1534683 반응식
[CH2:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH:16][C:17]1[CH:22]=[C:21]([O:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])[CH:20]=[CH:19][C:18]=1[C:29](=[O:31])[CH3:30].[OH-].[Na+]>C(O)(C)C.O>[CH2:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=[CH:30][C:29]([C:18]1[CH:19]=[CH:20][C:21]([O:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])=[CH:22][C:17]=1[OH:16])=[O:31])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 109329682'-Hydroxy-4'-(3-methyl-2-butenyloxy)acetophenoneHCID 18417656HCID 18417656, 화합물

생성물 1

HCID 54231235HCID 54231235, 화합물수율 52.2%

시약·촉매·용매 2

HCID 962Water용매HCID 3776Isopropanol용매

반응 조건

온도
45 °C

실험 절차

To a solution of 3.11 g of 2-heptylbenzaldehyde and 3.35 g of 2'-hydroxy-4'-(3-methyl-2-butenyloxy)-acetophenone in 65 ml of isopropanol was added a solution of 2.9 g of sodium hydroxide in 6 ml of water under a nitrogen atmosphere, and the mixture was stirred at 45° C. for 8 hours. After neutralization with dilute hydrochloric acid with ice cooling, the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography with n-hexane including 1% ethyl acetate. The resulting fractions containing the end compound was recrystallized from isopropanol to give 3.23 g of 2-n-heptyl-2'-hydroxy-4'-(3-methyl-2-butenyloxy)-chalcone as yellow needles.

후처리

  1. extractionAfter neutralization with dilute hydrochloric acid with ice cooling, the mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography with n-hexane including 1% ethyl acetate
  6. additionThe resulting fractions containing the end compound
  7. customwas recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-14c7f836cf2a448d944851c28c111bac
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05089654

반응 노트

불러오는 중…