Methyl 4-methyl-3-oxopentanoate → Methyl 2-isopropyl-5-[4-(trifluoromethyl)phenyl]-3-furoate

Reaction equation

Cl[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=1)=[O:4].[CH3:15][CH:16]([CH3:24])[C:17](=O)[CH2:18][C:19]([O:21][CH3:22])=[O:20]>>[CH:16]([C:17]1[O:4][C:3]([C:5]2[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][CH:6]=2)=[CH:2][C:18]=1[C:19]([O:21][CH3:22])=[O:20])([CH3:24])[CH3:15]

Participants

Reactant 2

HCID 2759969Methyl 4-methyl-3-oxopentanoate

HCID 127899772-Chloro-1-[4-(trifluoromethyl)phenyl]ethan-1-one

Product 1

HCID 23074492Methyl 2-isopropyl-5-[4-(trifluoromethyl)phenyl]-3-furoateYield 36.5%

Procedure

An operation similar to that in Example 1 (1) was performed using 2-chloro-4′-(trifluoromethyl)acetophenone (13.4 g) and methyl 4-methyl-3-oxopentanoate (7.2 g) to give the title compound (5.7 g, 36%) as an oil.

Sources & evidence

ORD record: ord-391e3ec9bb9e4646a84e5e958134df10
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309580B2

Reaction notes

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