Potassium Carbonate → 1-(4-Hydroxy-3-methoxycinnamoyl)-4-methylpiperidine

HRID 2225507Notes

Reaction equation

HRID 2225507 reaction equation
C([O:4][C:5]1[CH:21]=[CH:20][C:8]([CH:9]=[CH:10][C:11]([N:13]2[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15][CH2:14]2)=[O:12])=[CH:7][C:6]=1[O:22][CH3:23])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][C:5]1[CH:21]=[CH:20][C:8]([CH:9]=[CH:10][C:11]([N:13]2[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15][CH2:14]2)=[O:12])=[CH:7][C:6]=1[O:22][CH3:23]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 541364281-(4-Acetoxy-3-methoxycinnamoyl)-4-methylpiperidine

Product 1

HCID 541260251-(4-Hydroxy-3-methoxycinnamoyl)-4-methylpiperidineYield 75.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using 5.2 g of 1-(4-acetoxy-3-methoxycinnamoyl)-4-methylpiperidine (Example 55), 70 ml of methanol, and 5 g of potassium carbonate, a reaction similar to that conducted in Example 54 was carried out. As a result, 3.4 g of 1-(4-hydroxy-3-methoxycinnamoyl)-4-methylpiperidine (a compound of the present invention) was obtained as a yellow oil, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-be5f690cb98649b890deab6826caa0b7
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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