HRID2057736

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID516902

Sodium chlorate

ClNaO3

结构：CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)CCC2(C)C)C(C)(C)CCC1

HCID5281236

all-trans-Echinenone

C40H54O

PRODUCTS

生成物

结构：CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)CCC2(C)C)C(C)(C)CCC1=O

HCID5281227

Canthaxanthin

C40H52O2

收率 65.3%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID807

Iodine

溶剂HCID962

Water

H2O

溶剂HCID6212

Chloroform

CHCl3

2 次

CONDITIONS

反应条件

温度: -20 °C

PROCEDURE

实验过程

100 mg of echinenone are dissolved in 10 ml of chloroform under a nitrogen atmosphere and are oxidized with 100 mg of sodium chlorate in 1 ml of water after having added 2 mg of iodine dissolved in 1 ml of chloroform. After stirring for 24 hours at -20° C., 67 mg of canthaxanthin having an all-trans content of 81% are obtained.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-648c87607f584ecda96f203161e74617
来源数据集: uspto-grants-1980_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04212827
来源说明: uspto-grants-1980_07

反应 SMILES

[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](/[CH3:41])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:40])=[CH:17]/[CH:18]=[CH:19]/[CH:20]=[C:21](/[CH:23]=[CH:24]/[CH:25]=[C:26](/[CH:28]=[CH:29]/[C:30]1[C:36]([CH3:38])([CH3:37])[CH2:35][CH2:34][C:32](=[O:33])[C:31]=1[CH3:39])\[CH3:27])\[CH3:22].Cl([O-])(=O)=[O:43].[Na+]>C(Cl)(Cl)Cl.O.II>[CH3:39][C:31]1[C:32](=[O:33])[CH2:34][CH2:35][C:36]([CH3:38])([CH3:37])[C:30]=1/[CH:29]=[CH:28]/[C:26](/[CH3:27])=[CH:25]/[CH:24]=[CH:23]/[C:21](/[CH3:22])=[CH:20]/[CH:19]=[CH:18]/[CH:17]=[C:16](\[CH3:40])/[CH:15]=[CH:14]/[CH:13]=[C:12](\[CH3:41])/[CH:11]=[CH:10]/[C:3]1[C:4]([CH3:8])([CH3:9])[CH2:5][CH2:6][C:7](=[O:43])[C:2]=1[CH3:1]