Diethyl Malonate → HCID 19909267, compound

HRID 1649621Notes

Reaction equation

HRID 1649621 reaction equation
[Na].C(OCC)(=O)[CH2:3][C:4](OCC)=[O:5].[C:13]([C:16]1[CH2:20][CH2:19][CH2:18][C:17]=1[CH3:21])(=[O:15])[CH3:14]>>[CH3:21][C:17]12[CH2:18][CH2:19][CH2:20][CH:16]1[C:13](=[O:15])[CH2:14][C:4](=[O:5])[CH2:3]2

Participants

4

Reactant 3

HCID 7761Diethyl MalonateHCID 137847Ethanone, 1-(2-methyl-1-cyclopenten-1-yl)-HCID 5360545Sodium

Product 1

HCID 19909267HCID 19909267, compound

Procedure

Following the procedure of Example 5, the sodium salt of diethyl malonate (161.0 mmol) and 1-acetyl-2-methyl-1-cyclopentene (20.0 g, 161.0 mmol) are reacted together to give 7a-methyl-2,3,7,7a-tetrahydro-1H-indene-4,6(5H)-dione, which is then reacted with 4-chloro-2-nitrobenzoyl chloride (1 equiv.) to give 4-(4-chloro-2-nitrobenzoyloxy)-7a -methyl-2,3,7,7a-tetraydro-1H-inden-6-one and 6-(4-chloro-2-nitrobenzoyloxy)-7a-methyl-2,3,7,7a-tetrahydro-1H-inden-4-one.

Sources & evidence

ORD record
ord-b3ae95a84e4b40fe95f06c76f29fb3b3
Source dataset
uspto-grants-1990_05
Patent number
US04921526

Reaction notes

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