Methyl acetoacetate → HCID 54442326, compound

HRID 1659664Notes

Reaction equation

HRID 1659664 reaction equation
[CH:1](=[C:4]1[CH2:8][CH2:7][CH2:6][C:5]1=O)[CH2:2][CH3:3].[Na].C(OC)(=O)[CH2:12][C:13]([CH3:15])=[O:14]>CO>[CH2:2]([CH:1]1[CH:4]2[C:5]([CH2:6][CH2:7][CH2:8]2)=[CH:15][C:13](=[O:14])[CH2:12]1)[CH3:3]

Participants

5

Reactant 3

HCID 7757Methyl acetoacetateHCID 30161952-PropylidenecyclopentanoneHCID 5360545Sodium

Product 1

HCID 54442326HCID 54442326, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure of Example 1 is repeated with 19.5 g (0.16 mol) of propylidene cyclopentanone, 0.46 g (0.02 g-atom) of sodium, 21 g (0.18 mol) of methyl acetoacetate and 100 ml of methanol. Fractional distillation yields 14 g (bp 95°-102° C. at 0.5 mm) of 5-ethylbicyclo [4.3.0] non-1-en-3-one having the structure: ##STR8##

Workup

  1. distillationFractional distillation

Sources & evidence

ORD record
ord-6b088e2e29e748ecaaa80e0ee93ac376
Source dataset
uspto-grants-1981_12
Patent number
US04304944

Reaction notes

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