Acetic Acid → Canthaxanthin

HRID 2057735

반응식

HRID 2057735 반응식
[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]

참가 물질

7

반응물 3

HCID 176Acetic AcidHCID 516902Sodium ChlorateHCID 5280489Beta-Carotene

생성물 1

HCID 5281227Canthaxanthin

시약·촉매·용매 3

HCID 807Iodine촉매HCID 962Water용매HCID 6212Chloroform용매2회

반응 조건

온도
25 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-d2c0bd1d9cbb4ef29248aeede91df1f5
출처 데이터셋
uspto-grants-1980_07
특허 번호
US04212827

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