Acetic Acid → HCID 19804719, compound

HRID 1682116Notes

Reaction equation

HRID 1682116 reaction equation
[F:1][C:2]([F:44])([F:43])[C:3]1[CH:12]=[C:11]([C:13]([C:21]2[C:30]3[C:25](=[C:26]([C:31]([F:34])([F:33])[F:32])[CH:27]=[CH:28][CH:29]=3)[N:24]=[C:23]([C:35]([F:38])([F:37])[F:36])[CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[OH:14])[C:10]2[C:5](=[C:6]([C:39]([F:42])([F:41])[F:40])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.C([O-])(=O)C.C[O-].[Na+].C(O)(=O)C>CO>[F:37][C:35]([F:36])([F:38])[C:23]1[CH:22]=[C:21]([C:13]([C:11]2[C:10]3[C:5](=[C:6]([C:39]([F:42])([F:41])[F:40])[CH:7]=[CH:8][CH:9]=3)[N:4]=[C:3]([C:2]([F:1])([F:43])[F:44])[CH:12]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[OH:14])[C:30]2[C:25](=[C:26]([C:31]([F:32])([F:33])[F:34])[CH:27]=[CH:28][CH:29]=2)[N:24]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 86746435HCID 86746435, compound

Product 1

HCID 19804719HCID 19804719, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 g of α,α-di(2,8-bis(trifluoro-methyl)-4-quinolyl)-pyridine-2-methanol-acetate is dissolved in 10 ml of anhydrous methanol and to the solution 0.1 ml of 5 mole methanolic sodium methylate is added at room temperature under nitrogen streem. The mixture is allowed to stand overnight and is neutralized with glacial acetic acid, evaporated in vacuo and the residue is crystallized from a mixture of hexane and chloroform by hot clarification. The obtained product is filtered and 0.74 g of α,α-di(2,8-bis(trifluoro-methyl)-4-quinolyl)-pyridine-2-methanol is obtained. Yield: 78.9%.

Workup

  1. additionis added at room temperature under nitrogen streem
  2. customevaporated in vacuo
  3. customthe residue is crystallized from a mixture of hexane and chloroform by hot clarification
  4. filtrationThe obtained product is filtered

Sources & evidence

ORD record
ord-5ff4f304eef24380a83ca5699d828e25
Source dataset
uspto-grants-1992_12
Patent number
US05175297

Reaction notes

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