Potassium Carbonate → N-(4-methylcyclohexyl)-4-hydroxy-3-methoxycinnamamide

HRID 2225512Notes

Reaction equation

HRID 2225512 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:24])[C:10](OC)=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18]C(=O)C)=[CH:14][CH:13]=2)[CH2:4][CH2:3]1.[C:25](=O)([O-])[O-:26].[K+].[K+]>CO>[CH3:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH:8][C:9](=[O:24])[CH:10]=[CH:11][C:12]2[CH:13]=[CH:14][C:15]([OH:18])=[C:16]([O:26][CH3:25])[CH:17]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 67842174N-(4-methylcyclohexyl)-4-acetoxy-methoxycinnamamide

Product 1

HCID 54425771N-(4-methylcyclohexyl)-4-hydroxy-3-methoxycinnamamideYield 83.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using 4.31 g of N-(4-methylcyclohexyl)-4-acetoxy-methoxycinnamamide (Example 61), 100 ml of methanol, and 10 g of potassium carbonate, a reaction similar to that conducted in Example 54 was carried out. As a result, 3.14 g of N-(4-methylcyclohexyl)-4-hydroxy-3-methoxycinnamamide (a compound of the present invention) was obtained as pale yellowish white crystal, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-6b4bff50e0984e71889e28b8820e221d
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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