Methyl acetoacetate → HCID 86737016, compound

HRID 1659665Notes

Reaction equation

HRID 1659665 reaction equation
[CH:1](=[C:7]1[CH2:11][CH2:10][CH2:9][C:8]1=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Na].C(OC)(=O)[CH2:15][C:16]([CH3:18])=[O:17]>CO>[CH2:2]([CH:1]1[CH:7]2[C:8]([CH2:9][CH2:10][CH2:11]2)=[CH:18][C:16](=[O:17])[CH2:15]1)[CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 7757Methyl acetoacetateHCID 4574094Cyclopentanone, 2-hexylidene-HCID 5360545Sodium

Product 1

HCID 86737016HCID 86737016, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure of Example 1 is repeated with 98.5 g (0.59 mol) of hexylidene cyclopentanone, 1.61 g (0.072 g-atom) of sodium, 82 g (0.71 mol) of methyl acetoacetate, and 300 ml of methanol. The crude product is fractionated giving 70 g (bp 117°-123° C. at 0.5 mm) of 5-pentylbicyclo [4.3.0] non-1en-3-one having the structure: ##STR9##

Sources & evidence

ORD record
ord-23b6a33aff624828820d4d604a2b1be8
Source dataset
uspto-grants-1981_12
Patent number
US04304944

Reaction notes

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