2-(Chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone, hydrochloride → 2-(chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone

HRID 1252612Notes

Reaction equation

HRID 1252612 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[C:7]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8](=[O:10])[CH:9]=1>O.C(OCC)(=O)C>[Cl:2][CH2:3][C:4]1[N:5]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[C:7]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8](=[O:10])[CH:9]=1

Participants

3

Reactant 1

HCID 1317155282-(Chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone, hydrochloride

Product 1

HCID 141824862-(chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinoneYield 71.8%

Reagents, catalysts & solvents 1

HCID 22728543Water ethylacetateSolvent

Procedure

2-(Chloromethyl)-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone, hydrochloride (3.5 g, 9.3 mmol) was dissolved in a mixture of water/ethyl acetate and the layers separated. The organic phase was washed twice with water, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with petroleum ether, filtered off by suction and dried in vacuo, yielding 2.27 g of the title compound, melting point 115°-120° C., dec.

Workup

  1. customthe layers separated
  2. washThe organic phase was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was triturated with petroleum ether
  6. filtrationfiltered off by suction
  7. customdried in vacuo

Sources & evidence

ORD record
ord-88aeee21cfe94504bb6ba47c9acf375a
Source dataset
uspto-grants-1988_05
Patent number
US04743685

Reaction notes

Loading…