Dimethyl Sulfoxide → 1-Phenyl-1,3-octadecanedione

HRID 2225986ノート

反応式

HRID 2225986 の反応式
CS(C)=O.[C:5]([O:22]C)(=O)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[C:24]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=[O:26])[CH3:25]>O1CCCC1>[C:27]1([C:24](=[O:26])[CH2:25][C:5](=[O:22])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 7410AcetophenoneHCID 8181Methyl Palmitate

生成物 1

HCID 870271-Phenyl-1,3-octadecanedione

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

An apparatus as described in Example 1 is charged with 31.7 g of sodium-tert-butylate, 150 g of DMSO and 150 g of tetrahydrofuran (THF) and the mixture is cooled to 0° C. Then a mixture of 89 g of methyl palmitate and 36 g of acetophenone is added dropwise over 45 minutes. The reaction mixture is then stirred for ca. 45-60 minutes at 30° C., the solvent is removed by distillation on a rotary evaporator (bath temperature <60° C.), and the residue is taken up in 1000 ml of water. The aqueous solution is acidified with dilute hydrochloric acid and the precipitate is isolated by filtration, washed with water, and dried.

後処理

  1. additionis added dropwise over 45 minutes
  2. customthe solvent is removed by distillation on a rotary evaporator (bath temperature <60° C.)
  3. customthe precipitate is isolated by filtration
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-68a0561f4e754eecb677d9c6c44c67e8
出典データセット
uspto-grants-1994_09
特許番号
US05344992

反応ノート

読み込み中…