Dimethylamine → (Dihydro-3,3-diphenyl-3H-furan-2-ylidene)dimethylammonium bromide

HRID 279074

反応式

HRID 279074 の反応式
[CH3:1][NH:2][CH3:3].C(=O)([O-])[O-].[Na+].[Na+].[Br:10][CH2:11][CH2:12][C:13]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14](Cl)=[O:15]>O.C1(C)C=CC=CC=1>[Br-:10].[CH3:1][N+:2]([CH3:3])=[C:14]1[C:13]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:11][O:15]1

参加物

6

反応物 3

HCID 674DimethylamineHCID 10340Sodium CarbonateHCID 222500664-Bromo-2,2-diphenylbutyric chloride2 回

生成物 1

HCID 2723589(Dihydro-3,3-diphenyl-3H-furan-2-ylidene)dimethylammonium bromide収率 46.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
2.5 °C

実験手順

In 100 mL of water were suspended 8 g (90 mmol) of a 50% aqueous solution of dimethylamine and 18 g (170 mmol) of sodium carbonate, followed by cooling to 0 to 5° C. A solution obtained by dissolving 23 g (68 mmol) of the 4-bromo-2,2-diphenylbutyric chloride mentioned above in 100 mL of toluene was then added dropwise. After stirring for 2 hours, the water layer taken out from the reaction mixture was washed with toluene. The resulting water layer was extracted with chloroform. The extract was washed with water and then dried. The residue obtained by concentrating the solvent under reduced pressure was crystallized from methyl isobutyl ketone, whereby 11 g (yield: 46.8%) of dimethyl(tetrahydro-3,3-diphenyl-2-furylidene)ammonium bromide was obtained.

後処理

  1. customA solution obtained
  2. additionwas then added dropwise
  3. washwas washed with toluene
  4. extractionThe resulting water layer was extracted with chloroform
  5. washThe extract was washed with water
  6. customdried
  7. customThe residue obtained
  8. concentrationby concentrating the solvent under reduced pressure
  9. customwas crystallized from methyl isobutyl ketone

出典と根拠

ORDレコード
ord-59e7d6bdf1514172bcd3af8ded68a246
出典データセット
uspto-grants-2002_03
特許番号
US06362203B1

関連ノート

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