Sodium hydride → HCID 58626094, compound

HRID 1161696

Reaction equation

HRID 1161696 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([Cl:12])[CH:5]=1)=[O:3].[H-].[Na+].C([O:17][C:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[N:21][CH:20]=1)C>CN(C=O)C>[Cl:12][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH2:1][C:18]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[O:17])[CH:9]=[CH:8][C:7]=1[O:10][CH3:11]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 69188Ethyl NicotinateHCID 5208573'-Chloro-4'-methoxyacetophenone

Product 1

HCID 58626094HCID 58626094, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 3-chloro-4-methoxy acetophenone (3.0 g, 16.30 mmol) in DMF (15 mL) was added 60% NaH [0.717 g (0.430 g, 17.93 mmol)] at 0° C. under a nitrogen atmosphere. The mixture was stirred for 30 min and a solution of nicotinic acid ethyl ester (2.95 g, 19.56 mmol) in DMF (10 mL) was added slowly to it. The mixture was stirred at temperature in the range of 20-40° C. for 12 hour. It was then poured into ice-cold water (100 mL) and stirred for 15 minutes. The solid was filtered and dried to give the desired compound.

Workup

  1. stirringThe mixture was stirred at temperature in the range of 20-40° C. for 12 hour
  2. stirringstirred for 15 minutes
  3. filtrationThe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-1fe0fc5df7554c94bef352c71a8b9a7d
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Linked notes

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