Pyridine → HCID 12958004, compound

HRID 483264Notes

Reaction equation

HRID 483264 reaction equation
[CH3:1][O:2][C:3](=[O:13])[CH:4]([C:9]([F:12])([F:11])[F:10])[C:5]([O:7][CH3:8])=[O:6].[CH:14]([C:16]([CH3:18])=[O:17])=[CH2:15].C(N(CC)CC)C.N1C=CC=CC=1>O>[F:10][C:9]([F:11])([F:12])[C:4]([C:5]([O:7][CH3:8])=[O:6])([C:3]([O:2][CH3:1])=[O:13])[CH2:15][CH2:14][C:16](=[O:17])[CH3:18]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6570Methyl vinyl ketoneHCID 8471TriethylamineHCID 201364Malonic acid, (trifluoromethyl)-, dimethyl ester

Product 1

HCID 12958004HCID 12958004, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of dimethyl(trifluoromethyl)malonate (4.0 g, 20 mmol), methyl vinyl ketone (1.54 g, 22 mmol), triethylamine (0.30 g, 3 mmol), and pyridine (20 ml) was heated for 4 h at 70° C. The reaction mixture was poured into water and worked up as usual. The adduct, dimethyl 1,1,1-trifluoro-5-oxo-2,2-hexanedicarboxylate (3.97 g), b.p. 88°-89° C./0.2 mmHg, was obtained and identified in a similar way.

Sources & evidence

ORD record
ord-0ff7d8b494f04b05a628f8b68285cc3a
Source dataset
uspto-grants-1986_03
Patent number
US04578503

Reaction notes

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