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2-Isopropylcyclopentane-1,3-dione → 2-Isopropyl-2-(6-m-methoxyphenyl-3-oxohexyl)cyclopentane-1,3-dione

HRID 1077138
Notes
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Reaction equation

HRID 1077138 reaction equation
C(N(CC)[CH2:4][CH2:5][C:6](=[O:18])[CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)C.[CH:21]([CH:24]1[C:28](=[O:29])[CH2:27][CH2:26][C:25]1=[O:30])([CH3:23])[CH3:22]>>[CH:21]([C:24]1([CH2:4][CH2:5][C:6](=[O:18])[CH2:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[C:28](=[O:29])[CH2:27][CH2:26][C:25]1=[O:30])([CH3:23])[CH3:22]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 143820362-Isopropylcyclopentane-1,3-dioneHCID 214855041-(Diethylamino)-6-(3-methoxyphenyl)hexan-3-one

Product 1

HCID 214854752-Isopropyl-2-(6-m-methoxyphenyl-3-oxohexyl)cyclopentane-1,3-dioneYield 97.7%

Procedure

Condense a mixture (6 g) of 1-diethylamino-6-(m-methoxyphenyl)hexan-3-one and 6-(m-methoxhyphenyl)hex-1-en-3-one with 2-isopropylcyclopentane-1,3-dione (3 g) using a procedure similar to that described for the condensation of the 2-ethyl compound. Obtain the corresponding triketone, 2-isopropyl-2-(6-m-methoxyphenyl-3-oxohexyl)cyclopentane-1,3-dione (7.2 g) as an uncrystallizable gum.

Sources & evidence

ORD record
ord-78a515ea195242b2852c291259f6c40b
Source dataset
uspto-grants-1976_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03959322

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes