Sodium Hydroxide → Sodium;3-phenylprop-2-enoate

HRID 2414231Notes

Reaction equation

HRID 2414231 reaction equation
[CH3:1][C@@:2]1([O:25][C:26](/[CH:28]=[CH:29]/[C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[O:27])[C@H:6]2[C@H:7]([O:11][C@@H:12]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:15]([OH:20])[C@H:14]([OH:21])[C@H:13]3[OH:22])[O:8][CH:9]=[CH:10][C@@:5]2([OH:23])[C@H:4]([OH:24])[CH2:3]1.[OH-].[Na+:37]>CO>[CH3:1][C@@:2]1([OH:25])[C@H:6]2[C@H:7]([O:11][C@H:12]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:15]([OH:20])[C@H:14]([OH:21])[C@H:13]3[OH:22])[O:8][CH:9]=[CH:10][C@@:5]2([OH:23])[C@H:4]([OH:24])[CH2:3]1.[C:26]([O-:27])(=[O:25])[CH:28]=[CH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[Na+:37]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 5281542Harpagoside

Product 2

HCID 517350Sodium;3-phenylprop-2-enoateHCID 44438955HCID 44438955, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

560 mg of harpagoside (LN-1) was dissolved in 20 ml of methanol, mixed with 1 ml of 1N sodium hydroxide, allowed to stand overnight at room temperature and then passed through Sephadex LH-20 (solvent: 80% methanol) column. 400 mg of harpagide and 125 mg of sodium cinnamate were obtained from the eluate.

Sources & evidence

ORD record
ord-f97b1318897a45fe9030ca9801468f70
Source dataset
uspto-grants-2004_11
Patent number
US06812214B2

Reaction notes

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