4,4-Dimethylcyclohexan-1-amine → N-(4,4-dimethylcyclohexyl)-4-acetoxy-3-methoxycinnamamide

HRID 2225513Notes

Reaction equation

HRID 2225513 reaction equation
[C:1]([O:4][C:5]1[CH:15]=[CH:14][C:8]([CH:9]=[CH:10][C:11](Cl)=[O:12])=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2].[CH3:18][C:19]1([CH3:26])[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21][CH2:20]1>N1C=CC=CC=1>[CH3:18][C:19]1([CH3:26])[CH2:24][CH2:23][CH:22]([NH:25][C:11](=[O:12])[CH:10]=[CH:9][C:8]2[CH:14]=[CH:15][C:5]([O:4][C:1](=[O:3])[CH3:2])=[C:6]([O:16][CH3:17])[CH:7]=2)[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 4210544,4-Dimethylcyclohexan-1-amineHCID 544680224-Acetoxy-3-methoxycinnamoyl chloride

Product 1

HCID 54240769N-(4,4-dimethylcyclohexyl)-4-acetoxy-3-methoxycinnamamideYield 86.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Using 8.9 g of 4-acetoxy-3-methoxycinnamoyl chloride, 3.81 g of 4,4-dimethyl-1-cyclohexylamine, and 100 ml of pyridine, a reaction similar to that conducted in Example 53 was carried out. As a result, 8.99 g of N-(4,4-dimethylcyclohexyl)-4-acetoxy-3-methoxycinnamamide (a compound of the present invention) was obtained as white crystal, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-74b80c22f296486683148f0c5375380d
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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