Water → Astaxanthin

HRID 842349

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HRID 842349 반응식
[CH3:1][C:2]1[CH2:7][C@@H:6]([OH:8])[CH2:5][C:4]([CH3:10])([CH3:9])[C:3]=1/[CH:11]=[CH:12]/[C:13](/[CH3:42])=[CH:14]/[CH:15]=[CH:16]/[C:17](/[CH3:41])=[CH:18]/[CH:19]=[CH:20]/[CH:21]=[C:22](\[CH3:40])/[CH:23]=[CH:24]/[CH:25]=[C:26](\[CH3:39])/[CH:27]=[CH:28]/[C:29]1[C:34]([CH3:36])([CH3:35])[CH2:33][C@H:32]([OH:37])[CH2:31][C:30]=1[CH3:38].Br([O-])(=O)=[O:44].[Na+].S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].[OH2:57]>C(Cl)(Cl)Cl>[CH3:38][C:30]1[C:31](=[O:57])[C@@H:32]([OH:37])[CH2:33][C:34]([CH3:36])([CH3:35])[C:29]=1/[CH:28]=[CH:27]/[C:26](/[CH3:39])=[CH:25]/[CH:24]=[CH:23]/[C:22](/[CH3:40])=[CH:21]/[CH:20]=[CH:19]/[CH:18]=[C:17](\[CH3:41])/[CH:16]=[CH:15]/[CH:14]=[C:13](\[CH3:42])/[CH:12]=[CH:11]/[C:3]1[C:4]([CH3:9])([CH3:10])[CH2:5][C@H:6]([OH:8])[C:7](=[O:44])[C:2]=1[CH3:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 656671Sodium PyrosulfiteHCID 5280899ZeaxanthinHCID 23668195Sodium Bromate

생성물 1

HCID 5281224Astaxanthin

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
50 °C

실험 절차

To a suitable flask was added 20 grams of a natural product mixture containing 12.2 grams zeaxanthin (21.4 mmoles) slurried in 200 ml of chloroform. To this mixture was added a solution of 8.05 gms (53.3 mmoles) of sodium bromate. To this mixture was added dropwise over three hours at temperatures between 20 to 30° C., 8 ml of a solution prepared by dissolving 6.66 gms of sodium metabisulfite in 24 ml of water. After addition, the reaction mixture was filtered through Celite and the aqueous phase was separated. The chloroform was removed by vacuum evaporation at 40-42° C. The resulting slightly wet solid was added to 190 ml of warm (50° C.) 95% ethanol. The mixture was stirred and cooled slowly to −10° C. The resulting solid was filtered off and dried under vacuum to produce 8.8 grams (72.14%) yield of astaxanthin product containing greater than 25% astaxanthin.

후처리

  1. additionTo this mixture was added dropwise over three hours at temperatures between 20 to 30° C.
  2. additionAfter addition
  3. filtrationthe reaction mixture was filtered through Celite
  4. customthe aqueous phase was separated
  5. customThe chloroform was removed by vacuum evaporation at 40-42° C
  6. additionThe resulting slightly wet solid was added to 190 ml
  7. temperaturecooled slowly to −10° C
  8. filtrationThe resulting solid was filtered off
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-e0d7ba4fe0924ffea2401f5a702b5b72
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06372946B1

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