Potassium Carbonate → 6-Hydroxymethyl-5-p-methoxybenzyloxy-2-methyl-1-diphenylmethyloxy-4-pyridone

HRID 1461245Notes

Reaction equation

HRID 1461245 reaction equation
[OH:1][CH2:2][C:3]1[N:8]([OH:9])[C:7]([CH3:10])=[CH:6][C:5](=[O:11])[C:4]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].[C:28]1([CH:34](Br)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>CN(C)C=O>[OH:1][CH2:2][C:3]1[N:8]([O:9][CH:34]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:7]([CH3:10])=[CH:6][C:5](=[O:11])[C:4]=1[O:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 236603BromodiphenylmethaneHCID 146529276-Hydroxymethyl-5-p-methoxybenzyloxy-2-methyl-1-hydroxy-4-pyridone

Product 1

HCID 146529286-Hydroxymethyl-5-p-methoxybenzyloxy-2-methyl-1-diphenylmethyloxy-4-pyridone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 300 mg of 6-hydroxymethyl-5-p-methoxybenzyloxy-2-methyl-1-hydroxy-4-pyridone in 10 ml of dimethylformamide were successively added 213 mg of potassium carbonate and 423 mg of diphenylmethyl bromide. The mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction liquid was concentrated and the concentrate was added to 20 ml of water and 40 ml of dichloromethane. The organic phase was washed with 20 ml of water.

Workup

  1. customAfter completion of the reaction
  2. customthe reaction liquid
  3. concentrationwas concentrated
  4. additionthe concentrate was added to 20 ml of water and 40 ml of dichloromethane
  5. washThe organic phase was washed with 20 ml of water

Sources & evidence

ORD record
ord-5f0806a6cd8d4a3aad7a6640a3faf1d2
Source dataset
uspto-grants-1991_12
Patent number
US05075299

Reaction notes

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