Methyl 3-oxovalerate → HCID 20278411, compound

HRID 1248081Notes

Reaction equation

HRID 1248081 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][CH:13]([CH3:17])[C:14](Cl)=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[Na].[C:25]([CH2:29][C:30]([O:32][CH3:33])=[O:31])(=[O:28])[CH2:26][CH3:27]>C1C=CC=CC=1>[C:25]([CH:29]([C:14](=[O:15])[CH:13]([O:12][C:11]1[CH:18]=[CH:19][C:8]([O:7][C:6]2[CH:20]=[CH:21][C:3]([C:2]([F:23])([F:22])[F:1])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1)[CH3:17])[C:30]([O:32][CH3:33])=[O:31])(=[O:28])[CH2:26][CH3:27]

Participants

5

Reactant 3

HCID 121699Methyl 3-oxovalerateHCID 5360545SodiumHCID 129060152-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chloride

Product 1

HCID 20278411HCID 20278411, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following the procedure of Example 1, 2-[4-(4-trifluoromethylphenoxy)phenoxy]propionic acid chloride is added to the sodium salt of methyl propionylacetate in benzene to give methyl 2-propionyl-4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-oxopentanoate (cpd. 16 in Table A). This pentanoate is then heated with DMSO and NaCl to give 2-[4-(4-trifluoromethylphenoxy)phenoxy]-3,5-heptanedione (cpd. 16, Table B).

Sources & evidence

ORD record
ord-7a4abe79b7704f0198cde231e11d303e
Source dataset
uspto-grants-1985_06
Patent number
US04522647

Reaction notes

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