Pyridine → Ethyl 2,6-bis(trifluoromethyl)-4-acetoxy-5-methyl-3-pyridinecarboxylate

HRID 542134Notes

Reaction equation

HRID 542134 reaction equation
N1C=CC=CC=1.[C:7](OC(=O)C)(=[O:9])[CH3:8].[F:14][C:15]([F:34])([F:33])[C:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([OH:27])[C:19]([CH3:28])=[C:18]([C:29]([F:32])([F:31])[F:30])[N:17]=1>CCOCC>[F:34][C:15]([F:33])([F:14])[C:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([O:27][C:7](=[O:9])[CH3:8])[C:19]([CH3:28])=[C:18]([C:29]([F:32])([F:31])[F:30])[N:17]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 178469144HCID 178469144, compound

Product 1

HCID 13882902Ethyl 2,6-bis(trifluoromethyl)-4-acetoxy-5-methyl-3-pyridinecarboxylateYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 1.26 g (0.016 mol) of pyridine, 1.61 g (0.016 mol) of acetic anhydride and 5.0 g (0.016 mol) of product of Example 35 in 50 ml of ether was stirred for 3 hours and filtered. The filtrate was concentrated in vacuo to give 5.38 g (95%) of product as a solid; mp 49°-51° C.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c64b702a90224576b8e5855e0fe5f394
Source dataset
uspto-grants-1987_04
Patent number
US04655816

Reaction notes

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