Methyl acetoacetate → HCID 54696342, compound

HRID 1585388Notes

Reaction equation

HRID 1585388 reaction equation
[C:1](OC)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[H-].[Na+].C([Li])CCC.[C:16]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])[CH2:17][CH:18]([CH3:20])[CH3:19]>CCCCCC.O1CCCC1>[OH:4][C:3]1[CH2:5][C:16]([CH2:17][CH:18]([CH3:20])[CH3:19])([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[O:21][C:1](=[O:6])[CH:2]=1

Participants

7

Reactant 4

HCID 7757Methyl acetoacetateHCID 24758Sodium hydrideHCID 68493IsovalerophenoneHCID 178418339Butyllithium

Product 1

HCID 54696342HCID 54696342, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

The title compound was prepared as described in General Method 1 using 12 g methyl acetoacetate, 4.3 g of NaH 60% dispersion in oil, 64.5 mL of 1.6M n-butyl lithium in hexane, 10 g of iso-valerophenone, and 300 mL of tetrahydrofuran.

Sources & evidence

ORD record
ord-6bbda711099440f7a339e0f69bf46746
Source dataset
uspto-grants-1999_08
Patent number
US05936128

Reaction notes

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