HRID1903424

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1118

Sulfuric acid

H2O4S

反应SMILES：COC(=O)CCCCCCCCCCCCCCCCCCCCCc1c(C)cc(OC)c(OC)c1O

HCID12824096

未命名化合物

反应SMILES：[Al+3].[H-].[H-].[H-].[H-].[Li+]

HCID21226445

未命名化合物

PRODUCTS

产物

反应SMILES：COc1cc(C)c(CCCCCCCCCCCCCCCCCCCCCCO)c(O)c1OC

HCID12824125

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To 30 ml of a solution of 3 g of methyl 22-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)docosanoate in tetrahydrofuran is added lithium aluminum hydride, and the mixture is stirred at room temperature for 1 hour. To the reaction mixture is added 10% sulfuric acid under ice cooling, and the whole mixture is extracted with ether. The extract is washed with water and dried, and then the solvent is distilled off under reduced pressure to give colorless crystals of 6-(22-hydroxydocosyl)-2,3-dimethoxy-5-methylphenol.

WORKUP

后处理

extractionthe whole mixture is extracted with ether
washThe extract is washed with water
customdried
distillationthe solvent is distilled off under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-b5fadfd1ff434de2b7992b5822f2ffda
来源数据集: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04436753
来源说明: uspto-grants-1984_03

反应SMILES

[OH:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH3:11])[CH:5]=[C:4]([CH3:12])[C:3]=1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34](OC)=[O:35].[H-].[Al+3].[Li+].[H-].[H-].[H-].S(=O)(=O)(O)O>O1CCCC1>[OH:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:3]1[C:2]([OH:1])=[C:7]([O:8][CH3:9])[C:6]([O:10][CH3:11])=[CH:5][C:4]=1[CH3:12]