ChemicalBook CAS DataBase List ETHYL 4-ETHOXYBUTYRATE

ETHYL 4-ETHOXYBUTYRATE synthesis

13synthesis methods

Product Name:ETHYL 4-ETHOXYBUTYRATE
CAS Number:26448-91-9
Molecular formula:C8H16O3
Molecular Weight:160.21

96-48-0
3 suppliers
$24.60/25g

122-51-0 Synthesis

122-51-0
485 suppliers
$10.00/5ml

26448-91-9
17 suppliers
$65.00/5g

Yield:26448-91-9 95%

Reaction Conditions:

with sulfuric acid in ethanol at 50; for 12 h;Cooling with ice;

Steps:

76 Example 76 Ethyl 4-ethoxybutanoate (30) (Scheme 7).

Example 76 Ethyl 4-ethoxybutanoate (30) (Scheme 7). Sulfuric acid 0.25 mL (0.0045 mmol, 0.035eq) was added to an ice cooled solution of γ-butyrolactone (28) (11.2 g, 0.13009 mmol, l .Oeq), triethyl orthoformate (29) (41.1 mL, 0.2497 mmol., 1.92eq) in 100 mL of ethanol. The mixture was heated at 50 °C for 12h while monitoring the reaction by TLC. The reaction mixture was cooled to room temperature and most of the solvent was evaporated under reduced pressure. The concentrated reaction mixture was quenched with cold saturated NaHCC>3 solution and extracted with ethyl acetate twice. The combined organic extracts was dried over anhydrous Na₂SC"4 and concentrated under vacuum to yielded 20 g (95%>) of ethyl 4-ethoxybutanoate (30) as light yellow oil. ¹HNMR (400 MHz, CDCI₃): δ 1.16-1.28 (m, 6H); 1.87-1.91 (m, 2H); 2.39(t, J = 9.6Hz; 2H); 3.42-3.50 (m, 2H); 3.57-3.64 (m, 2H); 4.13 (q, J = 6Hz, 2H).

References:

WO2013/102195,2013,A1 Location in patent:Page/Page column 55

64-17-5 Synthesis