Acetone → 1,10-Di(2-methoxy-4-formylphenoxy)decane

HRID 6194

반응식

HRID 6194 반응식
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]Br.[C:24](=[O:27])([O-])[O-].[K+].[K+].[CH3:30][C:31]([CH3:33])=[O:32]>O>[CH3:7][O:6][C:5]1[CH:4]=[C:3]([CH:2]=[O:1])[CH:11]=[CH:10][C:8]=1[O:9][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:32][C:31]1[CH:33]=[CH:11][C:3]([CH:2]=[O:1])=[CH:4][C:30]=1[O:27][CH3:24]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 1183VanillinHCID 11430Potassium CarbonateHCID 2214831,10-Dibromodecane

생성물 1

HCID 197951091,10-Di(2-methoxy-4-formylphenoxy)decane

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
5 °C

실험 절차

A slurry of 13.42 g of vanillin, 11.99 g of 1,10-dibromodecane, 6.16 g of anhydrous potassium carbonate and 300 ml of acetone was refluxed with stirring for 48 h, cooled and diluted with 400 ml of water. After the salts had dissolved, the mixture was chilled overnight at 5° C. The solid product was filtered, washed twice with water and recrystallized (still wet) from 250 ml of ethanol. Cooling to 25° C. gave 4.75 g of compound mp 93°-102° C., wetting at 65° C. (Further cooling of the mother liquors to 5° C. furnished 3.5 g of very impure materials, mp 55°-65° C.). Another recrystallization from 130 ml of ethanol raised the mp to 103°-105° C., slight wetting at 99° C.; 3.16 g.

후처리

  1. temperaturecooled
  2. dissolutionAfter the salts had dissolved
  3. filtrationThe solid product was filtered
  4. washwashed twice with water
  5. customrecrystallized (still wet) from 250 ml of ethanol
  6. temperatureCooling to 25° C.

출처 및 근거

ORD 기록
ord-71e3ae6057b24905aebe514e2d6cc7ed
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05247055

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