Acetic Acid → Canthaxanthin

HRID 2057735

反応式

HRID 2057735 の反応式
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:40])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:39])=[CH:17]/[CH:18]=[CH:19]/[CH:20]=[C:21](\[CH3:38])/[CH:22]=[CH:23]/[CH:24]=[C:25](\[CH3:37])/[CH:26]=[CH:27]/[C:28]1[C:33]([CH3:35])([CH3:34])[CH2:32]C[CH2:30][C:29]=1C.Cl([O-])(=O)=[O:42].[Na+].[C:46]([OH:49])(=O)[CH3:47]>C(Cl)(Cl)Cl.O.II>[CH3:1][C:2]1[C:7](=[O:42])[CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:40])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:39])=[CH:17]/[CH:18]=[CH:19]/[CH:20]=[C:21](\[CH3:38])/[CH:22]=[CH:23]/[CH:24]=[C:25](\[CH3:37])/[CH:26]=[CH:27]/[C:28]1[C:33]([CH3:35])([CH3:34])[CH2:32][CH2:47][C:46](=[O:49])[C:29]=1[CH3:30]

参加物

7

反応物 3

HCID 176Acetic AcidHCID 516902Sodium ChlorateHCID 5280489Beta-Carotene

生成物 1

HCID 5281227Canthaxanthin

試薬・触媒・溶媒 3

HCID 807Iodine触媒HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

反応条件

温度
25 °C

実験手順

10 g of β-carotene are dissolved in 500 ml of chloroform under a nitrogen atmosphere, and 60 g of sodium chlorate in 80 ml of water are added. The pH of the aqueous phase was brought to 3-4 with glacial acetic acid. 200 mg of iodine, dissolved in 100 ml of chloroform, are then added and the mixture is stirred for 20 hours at 25° C. The organic phase is then washed with four 200 ml portions of water and is dried, and the solvent is stripped off under reduced pressure. 500 ml of ethanol are added to the oily residue and the mixture is left to stand for 25 hours at -10° C. 8.2 g of crude canthaxanthin of 80.5% purity are obtained by filtration. Yield, 78.5%.

後処理

  1. additionare then added
  2. washThe organic phase is then washed with four 200 ml portions of water
  3. customis dried
  4. addition500 ml of ethanol are added to the oily residue
  5. waitthe mixture is left
  6. waitto stand for 25 hours at -10° C

出典と根拠

ORDレコード
ord-d2c0bd1d9cbb4ef29248aeede91df1f5
出典データセット
uspto-grants-1980_07
特許番号
US04212827

関連ノート

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