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

HRID 6194

反応式

HRID 6194 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
5 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-71e3ae6057b24905aebe514e2d6cc7ed
出典データセット
uspto-grants-1993_09
特許番号
US05247055

関連ノート

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