ChemicalBook CAS DataBase List ETHYL ISOAMYLACETOACETATE

ETHYL ISOAMYLACETOACETATE synthesis

4synthesis methods

Product Name:ETHYL ISOAMYLACETOACETATE
CAS Number:84389-67-3
Molecular formula:C11H20O3
Molecular Weight:200.27

2033-24-1 Synthesis

2033-24-1
655 suppliers
$6.00/25g

64-17-5 Synthesis

64-17-5
725 suppliers
$10.00/50g

628-46-6 Synthesis

628-46-6
82 suppliers
$27.00/5g

84389-67-3
18 suppliers
$154.00/1g

Yield:84389-67-3 99%

Reaction Conditions:

Stage #1: cycl-isopropylidene malonate;5-methylhexanoic acidwith dmap;dicyclohexyl-carbodiimide in dichloromethane at 20;
Stage #2: ethanolHeating / reflux;

Steps:

43.A

To a stirred solution of Meldrum's Acid (2.0 g, 13.9 mmol) in 100 mL of CH2CI2, hexanoic acid (1.61 g, 13.9 mmol) was added followed by DMAP (3.39 g, 27.8 mmol) and finally DCC (2.86 g, 13.9 mmol). The reaction stirred overnight at room temperature. The mixture was then filtered and the filtrate washed with 1 M HCl, H20 and Brine. The organics were then dried over sodium sulfate, filtered and concentrated to a yellow oil. The material was then dissolved in 100 mL of EtOH and refluxed overnight. The reaction mixture was concentrated to yield 2.58 g (99%) of a clear oil. No purification performed : lH NMR (CDC13, 400 MHz) 8 4.22-4. 12 (q, 2H, J= 7. 07), 3.40 (s, 2H), 2.56-2. 44 (t, 2H, J = 7. 42), 1.69-1. 43 (m, 3H), 1.30-1. 21 (t, 3H, J= 7. 07), 1.19-1. 09 (m, 2H), 0.89-0. 81 (d, 6H, J = 6. 55).

References:

WO2003/76440,2003,A1 Location in patent:Page/Page column 111-112